Category: pyridine-derivatives

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 159307-02-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.159307-02-5, name is 6-Acetylpicolinonitrile, molecular formula is C8H6N2O, molecular weight is 146.15, as common compound, the synthetic route is as follows.

Compound 4a:to 100 ml by adding three-necked bottle of 2-cyano-6-acetyl-pyridine (2.00g, 13 . 68mmol), 2,6-diisopropyl aniline (2.91g, 16 . 42mmol), the toluene sulphonic acid monohydrate (130 mg, 0 . 68mmol), solvent toluene and 35 ml, reflux device installed, heating reaction refluxing 48h. Cooling to room temperature, vacuum concentration, rapid column chromatography purification (ethyl acetate: petroleum ether = 1:30), to get the yellow solid (4.05g, 97%),

Statistics shows that 159307-02-5 is playing an increasingly important role. we look forward to future research findings about 6-Acetylpicolinonitrile.

Reference:
Patent; Shanghai Institute of Organic Chemistry; Huang, Zheng; Zuo, Ziqing; Zhang, Lei; (50 pag.)CN105294667; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19337-97-4, Adding some certain compound to certain chemical reactions, such as: 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid,molecular formula is C8H7NO2, 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 19337-97-4.

General procedure: To a mixture of (E)-3-(pyridin-3-yl)acrylic acid (37 mg, 0.25 mmol) in DMF (2 mL) was added EDCI (78 mg, 0.41mmol), HOBt (41 mg, 0.31 mmol), triethylamine (0.06mL, 0.41mmol), and compound 40a (65 mg, 0.2 mmol), and the reaction mixture was stirred for 4 h at room temperature. DMF was evaporated under reduced pressure. The residue was extracted with ethyl acetate (4 mL ¡Á 3). The combined organic layers were washed with saturated aqueous NaHCO3 solution, saturated aqueous NH4Cl solution and brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The resulting mixture was purified by silica column chromatography to give the target compound 19 as white solid (45 mg, 50%).

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. 19337-97-4, trans-3-(3-Pyridyl)acrylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Kuojun; Ni, Yong; Chen, Jiaxuan; Tu, Zhengchao; Wu, Xiaoxing; Chen, Dong; Yao, Hequan; Jiang, Sheng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 12; (2019); p. 1502 – 1506;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 56026-36-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.56026-36-9, name is Methyl 6-(hydroxymethyl)nicotinate, molecular formula is C8H9NO3, molecular weight is 167.16, as common compound, the synthetic route is as follows.

Dissolving methyl 6-(hydroxymethyl)nicotinate in DCM (10 mL).Cool to 0 C,Triethylamine (2.43 g, 12 mmol) was added in sequenceAnd methanesulfonyl chloride (2.06 g, 18 mmol),Slowly warm to room temperature and react overnight.TLC monitors the reaction completely,Add saturated aqueous ammonium chloride solution (5 mL),Liquid separation,The aqueous phase was extracted with DCM (3¡Á10 mL).Combine the organic phase,Washed (2 ¡Á 5mL),Dry over anhydrous sodium sulfate,filter,Concentrated6-((((methylsulfonyl)oxy)methyl)methyl nicotinate(3.2g crude).

The chemical industry reduces the impact on the environment during synthesis 56026-36-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Wang Lin; Yang Xiaoju; Tian Yuwei; (46 pag.)CN108341819; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 101990-73-2, 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. 101990-73-2, name is 2-Chloro-4-(chloromethyl)pyridine, molecular formula is C6H5Cl2N, 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.

A mixture of 2-chloro-4-((5-methyl-3-(5- phenylfuran-2-yl)-lH-l,2,4-triazol-l-yl) methyl)pyridine and 2-chloro-4-((3- methyl-5-(5-phenylfuran-2-yl)-lH-l,2,4-triazol-l -yl)methyl)pyridine (100 mg, 0.3 mmol) was treated with 1-methylpiperazine (280 mg, 3 mmol) in DIEA (10 ml), and refluxed overnight. The mixture was cooled, concentrated, treated with H20 (30 mL) and extracted with EtOAc (3 x 30 mL). The combined organic layers were washed with H20 (1 x 10 mL) and brine (1 x 10 mL), dried over Na2S04, filtered, and concentrated to afford the crude product, which was purified by prep-HPLC (Mobile phase: A = 0.1% NH4OH/H20, B = MeCN; Gradient: B = 60%-95% in 18 min; Column: XBridge (C18, 5um, 30mm x 150mm) to give l-methyl-4-(4-((5- methyl-3-(5-phenylfuran-2-yl)-lH-l,2,4-triazol-l-yl)methyl)pyridin-2-yl)piperazine as a yellow solid (66 mg, 53%) and l-methyl-4-(4-((3-methyl-5-(5-phenylfuran-2- yl)-lH-l,2,4-triazol-l-yl)methyl)pyridin-2-yl)piperazine as a yellow solid (42 mg, 34%). For l-methyl-4-(4-((5-methyl-3-(5-phenylfuran-2-yl)-lH-l,2,4-triazol-l-yl)methyl) pyridin-2-yl)piperazine: MS (ES+) C24H26N60 requires: 414, found: 415 [M+H]+. *H NMR (500 MHz, CDC13) delta 8.14 (d, 7 = 5.1 Hz, 1H), 7.89 – 7.72 (m, 2H), 7.39(t, / = 7.8 Hz, 2H), 7.28 (td, / = 7.4, 1.3 Hz, 1H), 7.04 (d, / = 3.5 Hz, 1H), 6.76 (d, J = 3.5 Hz, 1H), 6.44 – 6.26 (m, 2H), 5.26 (s, 2H), 3.53 (t, J = 5.0 Hz, 4H), 2.48 (t, / = 5.1 Hz, 4H), 2.44 (s, 3H), 2.32 (s, 3H). [0250] For l-methyl-4-(4-((3-methyl-5-(5-phenylfuran-2-yl)-lH-l,2,4-triazol- l-yl)methyl) pyridin-2-yl)piperazine: MS (ES+) C24H26N6O requires: 414, found: 415 [M+H]+. *H NMR (500 MHz, CDC13) delta 8.12 (d, / = 5.1 Hz, 1H), 7.63 – 7.55 (m, 2H), 7.38 (t, 7 = 7.6 Hz, 2H), 7.30 (dd, / = 14.4, 6.9 Hz, 1H), 7.11 (d, 7 = 3.5 Hz, 1H), 6.77 (d, / = 3.6 Hz, 1H), 6.51 – 6.40 (m, 2H), 5.60 (s, 2H), 3.46 (t, / = 5.1 Hz, 4H), 2.45 (s, 3H), 2.43 (t, / = 5.1 Hz, 4H), 2.30 (s, 3H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 101990-73-2, 2-Chloro-4-(chloromethyl)pyridine.

Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; CARROLL, Christopher, L.; MARSZALEK, Joe; CZAKO, Barbara; JOHNSON, Ryan; THEROFF, Jay; WO2014/31936; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13534-99-1, name is 2-Amino-3-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H5BrN2

Ethyl isocyanatoformate (52.5?g, 397?mmol) is added dropwise at 5?C to a solution of 2-amino-3-bromopyridine (33a) (66?g, 378?mmol) in DCM (660?mL). After stirring for 16?h at RT the reaction mixture is concentrated under reduced pressure to give crude product, which is washed with PE and dried. Yield: 105?g (87%). LCMS (ESI+) calculated for C9H10BrN3O2S [M+H]+ m/z 303.9755, found 304.0. 1H NMR (400?MHz, (CD3)2SO) delta 11.43 (br s, 2H), 8.49 (dd, J?=?4.6, 1.5?Hz, 1H), 8.17 (dd, J?=?7.9, 1.5?Hz, 1H), 7.33 (dd, J?=?7.9, 4.7?Hz, 1H), 4.23 (q, J?=?7.1?Hz, 2H), 1.27 (t, J?=?7.1?Hz, 3H). TLC (silica gel, PE/EE 3:1): Rf?=?0.4.fx8

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 13534-99-1, 2-Amino-3-bromopyridine.

Reference:
Article; Gerlach, Kai; Hobson, Scott; Eickmeier, Christian; Gross, Ulrike; Braun, Clemens; Sieger, Peter; Garneau, Michel; Hoerer, Stefan; Heine, Niklas; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3227 – 3241;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1214337-05-9, Methyl 6-chloro-5-fluoropicolinate, 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: Synthesis of 6-chloro-5-fluoropicolinic acid [514] Methyl 6-chloro-5-fluoropicolinate (1.35 g, 7.095 mmol) was dissolved in THF:H20 = 6:1 (42 ml), followed by addition of lithium hydroxide monohydrate (596 mg, 14.19 mmol), and then the resulting mixture was stirred at room temperature for 3 hours. The resulting reaction liquid was concentrated under reduced pressure, dissolved by addition of distilled water (20 ml), acidified by slow addition of 1N aqueous HCl solution, and then extracted with 5% MeOH/MC (30 ml x 2). The organic layer was dried over anhydrous sodium sulfate, followed by filtration, concentration, and vacuum drying, to obtain 1.04 g of white solid (80%). [515]

The synthetic route of 1214337-05-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SK Chemicals Co.,Ltd.; RYU, Je Ho; KIM, Shin Ae; RYU, Keun Ho; KIM, Jae Sun; KIM, Nam Ho; HAN, Hye Young; KIM, Yong Hyuk; YOUN, Won-No; LEE, Yoon-Jung; SON, Hyun Joo; LEE, Bong-yong; PARK, Sung Hoon; LEE, Ju Young; LEE, Hyun Jung; JUNG, Hoe Chul; SHIN, Young Ah; LEE, Jung A; LEE, Bo Ram; SA, Joon Ho; WO2011/139107; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 174610-12-9 ,Some common heterocyclic compound, 174610-12-9, molecular formula is C7H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Intermediate 5 (200 mg, 0.450 mmol) , 1H-pyrrolo [2, 3-c] pyridin-5-amine (120 mg, 0.90 mmol) , palladium (II) acetate (50 mg, 0.225 mmol) , xantphos (196 mg, 0.340 mmol) and potassium carbonate (124 mg, 0.90 mmol) in 1, 4-dioxane (10 mL) under heating at 100 through microwave irradiation for 1 hour under N2 atmosphere. LC-MS: m/z 539.2 (M+H) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,174610-12-9, its application will become more common.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; TRAVINS, Jeremy, M.; KONTEATIS, Zenon, D.; SUI, Zhihua; YE, Zhixiong; (199 pag.)WO2018/39972; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem