The origin of a common compound about Methyl 5-bromo-6-methylpicolinate

With the rapid development of chemical substances, we look forward to future research findings about 1215860-20-0.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1215860-20-0, name is Methyl 5-bromo-6-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C8H8BrNO2

5-bromo-6-methylpyridine-2-carboxylic acid methyl ester (2769 mg, 3.12 mmol), bis (pinacolato) – diborane (3274 mg, 12.9 mmol) and potassium acetate (2531 mg, 25.8 mmol) were initially charged in toluene (72 ml), flushed with argon and then treated with [l, l-bis (diphenylphosphine) ferrocene] – dichloropalladium-dichloromethane complex (351 mg, 0:43 mmol).The reaction mixture was heated for 3 h under reflux and then concentrated.The residue was dried under high vacuum and then taken up in 1,2-dimethoxyethane (72 ml) and ethanol (29 ml).This was followed by the addition of 4-bromo-Nu-[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]-L-phenylalanine(4155 mg, 8.6 mmol), [l, l-bis (diphenylphosphine) – ferrocene] -dichloropalladium-dichloromethane complex (351 mg, 0:43 mmol) and aqueous saturated sodium carbonate solution (8.6 mL).The reaction mixture was stirred for 6 h under reflux, concentrated and purified chromatographically by means of flash chromatography (ethyl acetate / ethanol gradient).This gave 2528 mg (38% d. Th., 73% purity) of the title compound.

With the rapid development of chemical substances, we look forward to future research findings about 1215860-20-0.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROEHN, ULRIKE; ELLERMANN, MANUEL; STRASSBURGER, JULIA; WENDT, ASTRID; ROEHRIG, SUSANNE; WEBSTER, ROBERT ALAN; SCHMIDT, MARTINA VICTORIA; TERSTEEGEN, ADRIAN; BEYER, KRISTIN; SCHAEFER, MARTINA; BUCHMUELLER, ANJA; GERDES, CHRISTOPH; SPERZEL, MICHAEL; SANDMANN, STEFFEN; HILLISCH, ALEXANDER; ACKERSTAFF, JENS; TERJUNG, CARSTEN; (161 pag.)TW2016/5828; (2016); A;,
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Share a compound : 630120-99-9

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 630120-99-9, 5-(Benzyloxy)-2-bromopyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 630120-99-9, Adding some certain compound to certain chemical reactions, such as: 630120-99-9, name is 5-(Benzyloxy)-2-bromopyridine,molecular formula is C12H10BrNO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 630120-99-9.

(2) Dimethoxyethane (120 mL) and water (60 mL) were added to a mixture of the compound (10.00 g) obtained in the above described (1), 1-(2-tetrahydropyranyl)1H-pyrazole-5-boronic acid pinacol ester (15.80 g), sodium carbonate (12.04 g) and a 1,1′-bis (diphenylphosphino)ferrocene palladium(II) dichloride dichloromethane adduct (1.55 g); and the resultant mixture was heated to reflux at 100C under a nitrogen atmosphere for 7 hours. After cooling to room temperature, the resultant solution was passed through Celite (registered trademark) to remove insolubles, and the filtrate was concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with chloroform. The organic layer was separated by a phase separator, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate = 7:3 to 1:1) to give 5-(benzyloxy)-2-[1-(oxan-2-yl)-1H-pyrazol-5-yl]pyridine (11.04 g) as a pale orange oily substance.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 630120-99-9, 5-(Benzyloxy)-2-bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TANAKA, Hiroaki; BOHNO, Ayako; HAMADA, Makoto; ITO, Yuji; KOBASHI, Yohei; KAWAMURA, Madoka; (235 pag.)EP3418276; (2018); A1;,
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Application of 5-Bromo-2-chloro-4-methylpyridine

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 778611-64-6, 5-Bromo-2-chloro-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Application of 778611-64-6, Adding some certain compound to certain chemical reactions, such as: 778611-64-6, name is 5-Bromo-2-chloro-4-methylpyridine,molecular formula is C6H5BrClN, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 778611-64-6.

Lithium bis(trimethylsilyl)amide solution (1.0 M in tetrahydrofuran; 11.00 mL) is added drop wise to 5-bromo-2-chloro-4-picoline (950 mg) in tetrahydrofuran (15 mL) at -40 C. under an argon atmosphere. The mixture is stirred for 2 h at -35 C. to -45 C. prior to the addition of piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (1.33 g), dissolved in tetrahydrofuran (15 mL). The reaction mixture is allowed to warm to room temperature over a period of 1 h. Ice cold water is added and the mixture is extracted with ethyl acetate. The combined extracts are washed with brine, dried over MgSO4, and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 75:25?60:40) to give the title compound. LC (method 5): tR=1.43 min; Mass spectrum (ESI+): m/z=417, 419 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 778611-64-6, 5-Bromo-2-chloro-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; US2013/18030; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 3-Bromo-6-chloropyridine-2-carboxylic acid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929000-66-8, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 929000-66-8, 3-Bromo-6-chloropyridine-2-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 929000-66-8, blongs to pyridine-derivatives compound. Recommanded Product: 929000-66-8

3-Bromo-6-chloro-pyridine-2-carboxylic acid ethyl ester (22) (0793) To a solution of 3-bromo-6-chloropicolinic acid (21, 8.0 g, 33.83 mmols) in a mixture of toluene (80 mL) and ethanol (40 mL) was added sulfuric acid (0.66 mL, 6.76 mmols). The reaction mixture was refluxed for 16 h, then allowed to cool, and partitioned between CHCl3 (200 mL) and saturated aq. NaHCO3 (250 mL). The aqueous layer was extracted with CHCl3 (2¡Á100 mL), and the combined organic layers were dried over Na2SO4, filtered, and concentrated to give crude product which was purified by column chromatography (Silica gel 10% EtOAc in hexane) to yield title compound 22 (9.0 g, quantitative) as transparent oil. 1H NMR 400 MHz (DMSO-d6) delta: 8.31 (d, J=8.6 Hz, 1H), 7.68 (d, 1H, J=8.2 Hz), 4.39 (q, J=7.0 Hz, 2H), 1.33 (t, J=7.2 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929000-66-8, its application will become more common.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 4-Benzyloxy-2-(1H)-pyridone

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 53937-02-3, Adding some certain compound to certain chemical reactions, such as: 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone,molecular formula is C12H11NO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 53937-02-3.

General procedure: To a stirred degassed mixture of 8a (502 mg, 2.0 mmol), 4a (470 mg, 2.0 mmol), and K2CO3 (552 mg, 4.0 mmol) in dioxane (15 mL) were added CuI (76 mg, 0.4 mmol) and trans-N,N’-dimethyl-cyclohexane-1,2-diamine (56 mg, 0.4 mmol). The reaction vessel was sealed and heated at 110 C for 16 h. The reaction mixture was cooled to rt and concentrated. The resulting residue was diluted with DCM (250 mL), washed with brine (100 mL), dried over Na2SO4, and concentrated. The residue was purified by column chromatography (silica gel, DCM/MeOH = 97/3 to 96/4) to give the title compound (150 mg, 18%) as a white solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Igawa, Hideyuki; Takahashi, Masashi; Shirasaki, Mikio; Kakegawa, Keiko; Kina, Asato; Ikoma, Minoru; Aida, Jumpei; Yasuma, Tsuneo; Okuda, Shoki; Kawata, Yayoi; Noguchi, Toshihiro; Yamamoto, Syunsuke; Fujioka, Yasushi; Kundu, Mrinalkanti; Khamrai, Uttam; Nakayama, Masaharu; Nagisa, Yasutaka; Kasai, Shizuo; Maekawa, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 24; 11; (2016); p. 2486 – 2503;,
Pyridine – Wikipedia,
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Extracurricular laboratory: Synthetic route of 189005-44-5

The synthetic route of 189005-44-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 189005-44-5, 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 189005-44-5, blongs to pyridine-derivatives compound. SDS of cas: 189005-44-5

To a solution of 1 g (0.025 mole) of sodium hydroxide and 40 ml of water 5.6 g (0.02 mole) of [6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetic acid are added, whereupon 2.5 ml (3.6 g, 0.021 mole) of benzyl bromide are added dropwise. The reaction mixture is heated to boiling for an hour and a half, then cooled to room temperature and extracted twice with 50 ml of dichloro methane each. The organic phase is washed with 30 ml of a 10 % sodium hydroxide solution and 50 ml of water, dried over anhydrous sodium sulfate, filtered and evaporated. The oily residue is triturated with petroleum ether. The crystalline product is filtered and washed with petroleum ether. Thus 5.3 g of benzyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate are obtained, yield 71.0 %. Mp.: 106 – 107 C. IR (KBr) 3032, 2920, 1719, 1538, 1501, 1450, 1409, 1378, 1346, 1319, 1304, 1266, 1247, 1180, 1141, 1122, 1050, 1020, 998, 970, 896, 825, 812, 740, 694, 581, 504. 1H-NMR (CDCl3): delta, ppm 7.79 (1H, s, H-5); 7.69 (2H, d, J 7.8 Hz, H-2′,6′); 7.55 (1H, d, J 9.1 Hz, H-8); ~ 7.3 (5H, m, ArH); 7.22 (2H, d, J 7.8 Hz, H-3′,5′); 7.04 (1H, dd, J 9,1 Hz, H-7); 5.18 (2H, s, PhCH2); 4.04 (2H, s, CH2); 2.39 (3H, s, CH3-4′); 2.28 (3H, s, CH3-6). 13C-NMR (CDCl3): delta, ppm 169.3 (C=O); 144.3 (C-8a); 143.8 (C-2); 137.5 (C-4′); 131.0 (C-1′); 129.2 (C-3′,5′); 128.3 (C-2′,6′); 127.6 (C-7); 122.0 (C-5); 121.3 (C-6); 116.6 (C-8); 112.1 (C-3); 67.2 (PhCH2); 30.8 (CH2); 21.2 (CH3-4′); 18.3(CH3-6).

The synthetic route of 189005-44-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; EP1259509; (2005); B1;,
Pyridine – Wikipedia,
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Analyzing the synthesis route of 1-(5-Nitropyridin-2-yl)piperazine

The synthetic route of 82205-58-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 82205-58-1, 1-(5-Nitropyridin-2-yl)piperazine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Step 3: l-(5-Nitropyridin-2-yl)-4-[2-(trifluoromethyl)benzoyl]piperazine: To a stirred solution of 2-(trifluoromethyl)benzoic acid (16.45 g, 86.538 mmol) in dry dichloromethane (150 ml) was added l-(3-dimethylaminopropyl)3-ethylcarbodiimide hydrochloride (14.61 g, 108.172 mmol), 1-hydroxybenzotriazole (11.04 g, 72.115 mmol) and triethylamine (35.113 ml, 252.40 mmol) at 0 “C. After 30 minutes at the same temperature, the Step 2 intermediate (15.00 g, 72.115 mmol) was added and the mixture was slowly allowed to warm to room temperature. The mixture was further stirred overnight at room temperature. The reaction mixture was diluted with dichloromethane (200 ml) and washed with water (2 x 100 ml) and dried over anhydrous Na2SO4. The residue after evaporation of the solvent was triturated with n-pentane to afford 23.4 g of the desired product as a pale yellow solid; IR (KBr) 3435, 3117, 2991, 1641, 1250, 774 cm4; 1H NMR (CDCl3, 300 MHz) delta 3.26-3.40 (m, 2H), 3.65-3.98 (m, 5H), 4.00-4.10 (m, IH), 6.60 (d, J= 9.3 Hz, IH), 7.37 (d, J= 7.5 Hz, IH), 7.51-7.70 (m, 2H), 7.75 (d, J- 7.5 Hz, IH), 8.24 (dd, J= 6.9, 2.7 Hz, IH), 9.03 (d, J= 2.7 Hz, IH); MS (ESI) m/z 381.37 (MH)+.

The synthetic route of 82205-58-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; WO2008/29266; (2008); A1;,
Pyridine – Wikipedia,
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Brief introduction of 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1124382-72-4, 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 1124382-72-4, Adding some certain compound to certain chemical reactions, such as: 1124382-72-4, name is 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C6H5BrN4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1124382-72-4.

a 8-(5-Fluoro-2-(trifluoromethyl)phenyl)-ri,2,41triazolori,5-alpyridin-2-amine In a 150 ml round-bottomed flask were combined 8-bromo-[l,2,4]triazolo[l,5-a]pyridin-2-amine (1.5 g, 7.04 mmol), (5-fluoro-2-(trifluoromethyl)phenyl)boronic acid (2.2 g, 10.6 mmol) and cesium carbonate (4.59 g, 14.1 mmol) in dioxane (70ml) and water (7 ml) to give a colorless solution. 1 , -Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (515 mg, 704 mupiiotaomicron) was added. The rection mixture was stirred for 12 hours at 100C. Chromatography (silica gel, 70 g, ethyl acetate/heptane = 40:60 to 100:0) yielded the title compound as off-white solid (600 mg, 29%). MS: m/z = 297.1 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1124382-72-4, 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BAUMANN, Karlheinz; GALLEY, Guido; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RODRIGUEZ SARMIENTO, Rosa Maria; BARTELS, Bjoern; RATNI, Hasane; (160 pag.)WO2017/42114; (2017); A1;,
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Introduction of a new synthetic route about 3,4-Dibromopyridine

With the rapid development of chemical substances, we look forward to future research findings about 13534-90-2.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 13534-90-2, name is 3,4-Dibromopyridine, molecular formula is C5H3Br2N, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Computed Properties of C5H3Br2N

Aniline (86 mg, 0.929 mmol, 1.1 equiv.) was added to a pressure tube that was charged with 3,4-dibromopyridine 1 (200 mg, 0.844 mmol, 1 equiv.), Pd(OAc)2 (9 mg, 42 mumol, 0.05 equiv.), PPh3 (22 mg, 84 mumol, 0.1 equiv.) and sodium tert-butoxide (243 mg, 2.53 mmol, 3 equiv.) under argon. The tube was backfilled with argon several times. The degassed anhydrous toluene (7 mL) was added under argon. The reaction mixture then heated at 110 C for 5 h. After cooling, the reaction mixture was diluted with dichloromethane (10 mL), and the resulting mixture was filtered through a pad of Celite, which was washed three times with dichloromethane (30 mL). The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography (silica gel; hexane/ethyl acetate, 10:1) to yield 8a (151 mg, 72%) as a colorless oil; 1H NMR (500 MHz, Chloroform-d) delta 8.48 (s, 1H), 8.13 (d, J = 5.7 Hz, 1H), 7.44 – 7.37 (m, 2H), 7.28 – 7.19 (m, 3H), 6.91 (d, J = 5.7 Hz, 1H), 6.52 (s, 1H); 13C NMR (126 MHz, Chloroform-d) delta 151.54, 148.79, 148.11, 138.47, 129.76, 125.54, 123.44, 108.39, 107.78.

With the rapid development of chemical substances, we look forward to future research findings about 13534-90-2.

Reference:
Article; Hung, Tran Quang; Hieu, Do Trung; Van Tinh, Dinh; Do, Ha Nam; Nguyen Tien, Tuan Anh; Van Do, Dang; Son, Le Thanh; Tran, Ngoc Han; Van Tuyen, Nguyen; Tan, Vu Minh; Ehlers, Peter; Dang, Tuan Thanh; Langer, Peter; Tetrahedron; vol. 75; 40; (2019);,
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Analyzing the synthesis route of 5-Bromo-2-methoxy-4-methylpyridine

According to the analysis of related databases, 164513-39-7, the application of this compound in the production field has become more and more popular.

Application of 164513-39-7, Adding some certain compound to certain chemical reactions, such as: 164513-39-7, name is 5-Bromo-2-methoxy-4-methylpyridine,molecular formula is C7H8BrNO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 164513-39-7.

2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan2-yl)-pyridineA mixture of 5-bromo-2-methoxy-4-methyl-pyridine (0.26 g, 1.29 mmol), 4,4,5,5,4′,4′,5′,5′-octamethyl-[2,2′]bi[[1,3,2]dioxaborolanyl] (0.36 g, 1.42 mmol), potassium acetate (0.39 g, 4.0 mmol), and palladium acetate (9.0 mg, 2.8 mol %) in dimethylformamide (5 mL) was heated at 90 C. for 3 hours. The reaction was allowed to cool to room temperature, filtered, filtrate concentrated to dryness to give the crude title compound which was used directly in the Suzuki coupling reaction.

According to the analysis of related databases, 164513-39-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem