Category: pyridine-derivatives

Electric Literature of 947179-03-5, 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. 947179-03-5, name is Ethyl 4-bromo-6-methylpicolinate, molecular formula is C9H10BrNO2, 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.

d) A solution of 4-bromo-6-methyl-pyridine-2-carboxylic acid ethyl ester (2.42 g, 9.91 mmol) in 6 N aq. HCl (100 mL) is stirred at 65 C. for 18 h. The solvent is evaporated and the residue is dried under HV, suspended in DCM, filtered and dried again under HV to give 4-bromo-6-methyl-pyridine-2-carboxylic acid (2.50 g) as a hydrochloride salt in form of a white powder; LC-MS: tR=0.46 min, [M+1]+=215.93.

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 947179-03-5, Ethyl 4-bromo-6-methylpicolinate.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 204378-41-6, 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 204378-41-6, name is Methyl 6-chloro-4-methoxypicolinate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 6-chloro-4-methoxypicolinate 25 (500 mg, 2.48 mmol) and pentan-3-ylzinc(II) bromide (10 mL of a 0.5 M solution in THF) in dioxane (10 mL) Pd(dppf)Cl2 (21 mg, 25 mol) was added under argon. The mixture was stirred at 75°C for 18 h. The mixture was cooled the rt and the reaction was quenched by carefully adding water (10 mL). The mixture was filtered and the filtrate was extracted twice with EA (2×100 mL). The combined organic extracts were dried over MgSO4, filtered and concentrated. During the reaction the methyl picolinate was transformed to the pent-3-yl picolinate, and formation of the 6-(pent-2-yl)picolinate isomer complicated the purification and compromised the yield. Hence, the crude product was purified by CC on silica gel eluting with heptane:EA 9:1 to give pentan-3-yl 4-methoxy-6-(pentan-3-yl)picolinate 26 (145 mg, 20percent) as a pale yellow oil

According to the analysis of related databases, 204378-41-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bolli, Martin H.; Lescop, Cyrille; Birker, Magdalena; De Kanter, Ruben; Hess, Patrick; Kohl, Christopher; Nayler, Oliver; Rey, Markus; Sieber, Patrick; Velker, Joerg; Weller, Thomas; Steiner, Beat; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 326 – 341;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 167837-43-6, 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 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows.

EDC (231 mg, 1.2 mmol) was added to a solution of (4-3-(6-AMINO-PYRIDIN-3- yl) acrylic acid (164 mg, 1.0 mmol), (2-isopropoxy-3-methoxy-benzyl) methylamine (230 mg, 1.1 mmol), HOBT’H20 (149 mg, 1.1 mmol) and DIPEA (525 UL, 3.0 mmol) in dry DMF (10 mL). After 18 hr of stirring, the mixture was diluted with water (60 mL) and extracted with EtOAc (2X20 mL). The organic layer was washed with brine (2×30 mL), dried and evaporated. Flash chromatography (silica 1-3% MEOH in CH2CL2) of the residue furnished pure free base which was dissolved in CHUCK (10 mL). After addition OF HCL (1.5 mL, 1M in ether) the solvents were evaporated; the residue was washed with ether and dried to afford the title compound (180 mg, 46%). 1H NMR (300 MHz, DMSO-D6) 8 8.31 (m, 3H), 7.46 and 7.45 (rotamers, 2d, J= 15.4 Hz, 1H), 7.23 and 7.17 (rotamers, 2d, J= 15.4 Hz, 1H), 6.99 (m, 3H), 6.62 (m, 1H), 4.76 and 4.63 (rotamers, 2s, 2H), 4. 51 (M, 1H), 3.79 (s, 3H), 3.06 and 2.85 (rotamers, 2s, 3H), 1.22 (d, J= 6. 1Hz, 3H) 1.21 (d, J= 6. 1Hz, 3H). MS (ESI) INLE 356 (M+H) +.

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 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 936011-17-5, Adding some certain compound to certain chemical reactions, such as: 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde,molecular formula is C7H6BrNO2, 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 936011-17-5.

5-Bromo-2-methoxypyridine-4-carbaldehyde (25 g, 115.5 mmol, 1 eq.) Was dissolved in 500 ml of dichloromethane, and the temperature was lowered to -78 C. Under the protection of nitrogen,Diethylaminosulfur trifluoride (74.5g, 462mmol, 4eq.) Was added dropwise.After the dropwise addition, the reaction was carried out at 21 C for 16 hours.After the reaction, drop the reaction drop into ice water,Make alkaline with saturated sodium bicarbonate solution.It was extracted with dichloromethane, and the organic phase was concentrated and then subjected to column chromatography to obtain 25.3 g of white solid 5-bromo-4- (difluoromethyl) -2-methoxypyridine in 92% yield.

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. 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Dai Hongsheng; Zhou Chao; (8 pag.)CN110734397; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate, 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, 1060814-91-6, blongs to pyridine-derivatives compound. Computed Properties of C9H10BrNO2

Step 2: 1 -(4-bromo-pyridin-2-yl)-cyclopropanecarboxylic acid ethyl ester; NaH (55% in mineral oil, 0.72 g) was added to a solution of (4-bromo-pyridin-2-yl)-acetic acid ethyl ester (1 .80 g) in N,N-dimethylformamide (20 mL) chilled in an ice bath. The resulting mixture was stirred for 10 min at room temperature and then cooled again in an ice bath. 1 ,2- Dibromoethane (0.70 mL) was added dropwise and the cooling bath was removed. The mixture was stirred at room temperature overnight. Brine was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine and dried (MgS04). The solvent was evaporated and the residue was chromatographed on silica gel (cyclohexane/ethyl acetate 95:5?1 :1 ) to give the title compound as an oil. Yield: 1 .28 g (64% of theory); Mass spectrum (ESI+): m/z = 270/272 (Br) [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,1060814-91-6, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89694-10-0, Adding some certain compound to certain chemical reactions, such as: 89694-10-0, name is 2-Methoxy-3-methyl-5-nitropyridine,molecular formula is C7H8N2O3, 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 89694-10-0.

(lc) 6-Methoxy-5-methyl-3-pyridinamine [Formula 10]; 2-Methoxy-3-methyl-5-nitropyridine (1.63 g, 9.71 mmol) was dissolved in methanol (50 ml), 10% Pd- on-carbon powder (50% water content article) (800 mg) was added, and stirred under hydrogen atmosphere for 2 hours and 10 minutes. After the reaction was completed, celite filtration was carried out, the solvent was evaporated, thereby yielding the title compound (1.25 g, 0.90 mmol, 93%) as a blue oily substance. ¹H NMR(400 MHz, DMSO-d6) 8 ppm; 2.03(3H, s), 3.73(3H, s), 4.62 (2H, s), 6.83-6.86(lH, m), 7.31-7.34(lH, m),

According to the analysis of related databases, 89694-10-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 58539-65-4, name is 2-Methylnicotinamide. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Methylnicotinamide

To N,N-dimethylformamide dimethyl acetal (a compound represented by formula (1da)-101, 12.5 mL), 2-methyl-3-pyridine carboxamide a compound represented by formula (1d)-101, 4.69g, 34.5mmol) was added, while the methanol accumulates in an eggplant-shaped flask of distillation apparatus and stirred for 1.5 hours at 120 C. The resulting solution was then cooled, filtered, as colorless crystals 2-methyl-N-[1-(dimethylamino)methylidene]pyridine-3-carboxamide obtaining (compound represented by following formula (1c)-101) (yield 2.87 g, 92% yield).

With the rapid development of chemical substances, we look forward to future research findings about 58539-65-4.

Reference:
Patent; Sharp Corporation; Yamada, Makoto; Endo, Noritaka; Oe, Masato; (54 pag.)JP2015/117183; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 945954-94-9, 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 945954-94-9, name is Methyl 6-bromo-3-methoxypicolinate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 6-bromo-3 -methoxypicolinate (3.0 g, 12.19 mmol) and LiOH-H20 (1.4 g, 33.36 mmol) in 1,4-dioxane / H20 (15 mL / 15 mL) was stirred at RT overnight. The mixture was filtered and the filtrate was adjusted to pH = 3 by aqueous HC1 (2 M) and extracted with EtOAc. The combined organic phase was washed with brine, dried over Na2S04 and concentrated to give the crude product of 6-bromo-3-methoxypicolinic acid (2.1 g, yield: 73 %) without further purification. XH-NMR (CDC13, 400 MHz) delta 10.05 (br s, 1H), 7.70 (d, J = 8.8 Hz, 1H), 7.40 (d, J = 8.8 Hz, 1H), 4.01 (s, 3H). MS (M+H)+: 232 / 234.

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 945954-94-9, Methyl 6-bromo-3-methoxypicolinate.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 185017-72-5, 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.185017-72-5, name is 3-Bromo-2-chloro-6-picoline, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.

To a vial containing 3-amino-S -(3,5 -dimethylisoxazol-4-yl)benzonitrile (80 mg,0.375 mmol) was added toluene (2 mL), 3-bromo-2-chloro-6-methylpyridine (85 mg,0.413 mmol), cesium carbonate (244 mg, 0.750 mmol) and chloro(2-dicyclohexylphosphino-2? ,4? ,6 ? -triisopropyl- 1,1? -biphenyl) [2-(2? -amino- 1,1? -biphenyl)jpalladium(II) (CAS1310584-14-5, 7.4 mg, 9.38 imol). The reaction mixture was degassed by bubbling argon through the reaction mixture. The vial was capped with a pressure safe septum screw-cap and heated at 100 C. After 5 h, the reaction mixture was cooled, diluted with dichloromethane, and filtered through celite. The filtrate was concentrated and purified by silica gel chromatography to give 3-((2-chloro-6-methylpyridin-3-yl)amino)-5 -(3,5 -dimethylisoxazol-4-yl)benzonitrile (29 mg, 23%):HPLC: RT=0.93 mm (Waters Acquity UPLC BEH C18 1.7 um 2.0 x 50 mm, CH3CN/H20/0.05%TFA, 1 mm gradient, wavelength=254nm); MS (ES): m/z 339.1/340.9 35C1/37C1 [M+ljt

Statistics shows that 185017-72-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 107867-51-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 107867-51-6 as follows.

General procedure: A mixture of 2,3-diaminopyridine in diethyl oxalate (10 mL/1 mmol phenyldiamine) was heated to reflux for 4 h before cooled to room temperature. The resulted solid was filtered,washed with ethyl acetate and 95% ethanol, decolorized with activated charcoal and recrystallized in water and DMF or DMSO to give 5-azaquinoxalinediones as white solid. 5.2.2.6 7-Trifluoromethyl-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione (6) The title compound was prepared from 2-amino-5-trifluoromethylpyridine according to the general procedure as white solid (635 mg, 27.5%). IR (KBr) nu 3055, 1717, 1698, 1627, 1342, 1165, 1094 cm-1; 1H NMR (400 MHz, DMSO-d6) delta 7.63 (1H, d, J = 2.0 Hz, H-8), 8.44 (1H, s, H-6), 12.13 (1H, s, NH-1), 12.71 (1H, s, NH-4); 13C NMR (100 MHz, DMSO-d6) delta 118.74 (t), 120.04 (d), 122.52, 124.18 (d), 138.99 (t), 142.95, 154.95, 156.39; HRMS-EI C8H4F3N3O2 calcd [M+Na]+ 254.0153, found 254.0150.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,107867-51-6, its application will become more common.

Reference:
Article; Xie, Dongsheng; Lu, Jun; Xie, Jin; Cui, Junjun; Li, Teng-Fei; Wang, Yan-Chao; Chen, Yuan; Gong, Nian; Li, Xin-Yan; Fu, Lei; Wang, Yong-Xiang; European Journal of Medicinal Chemistry; vol. 117; (2016); p. 19 – 32;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem