Pyridine-derivatives

Application of 107504-07-4, Adding some certain compound to certain chemical reactions, such as: 107504-07-4, name is Methyl 5-fluoropicolinate,molecular formula is C7H6FNO2, 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 107504-07-4.

To a mixture of (2,6-difluoro-4-iodophenyl)methanol (3 g) and THF (30 ml) was added sodium hydride (60% in oil, 444 mg) at 30C.The mixture was stirred at 30C for 30 min, and methyl 5-fluoropyridine-2-carboxylate (2.06 g) was added thereto. The mixture was stirred at 30C for 2 hr. To the mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (2.4 g). 1H NMR (400 MHz, CDCl3) delta 3.98 (3H, s), 5.17 (2H, s), 7.30-7.45 (3H, m), 8.12 (1H, d, J = 8.8 Hz), 8.43 (1H, d, J = 2.8 Hz).

According to the analysis of related databases, 107504-07-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIZOJIRI, Ryo; ASANO, Moriteru; TOMITA, Daisuke; BANNO, Hiroshi; TAWADA, Michiko; NII, Noriyuki; GIPSON, Krista E.; MAEZAKI, Hironobu; TSUCHIYA, Shuntaro; IMAI, Mayumi; AMANO, Yuichiro; (100 pag.)EP3279183; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 76041-73-1, 3-Bromo-5-(trifluoromethyl)pyridin-2-ol, 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, Quality Control of 3-Bromo-5-(trifluoromethyl)pyridin-2-ol, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-5-(trifluoromethyl)pyridin-2-ol

A mixture of 3-bromo-5-(trifluoromethyl)pyridin-2-ol (37.75g, 0.16 mol) and phosphorus(lll) oxychloride (POCI3; 75 mL) is stirred at 1000C for 5 hours. After cooling to room temperature, the mixture is poured into ice-water, and extracted with CH2CI2 twice. The combined organic layer is washed with NaHCO3 aq., brine, dried over MgSO4, filtered and concentrated in vacuo. The crude mixture is purified by flash column chromatography to give 3-bromo-2-chloro-5-trifluoromethylpyridine (31.90 g, 79 % yield) as a white solid. 1H-NMR (400MHz, CDCI3), delta (ppm): 8.17 (m, 1H), 8.62 (d, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76041-73-1, 3-Bromo-5-(trifluoromethyl)pyridin-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/73934; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1003-73-2, name is 3-Methylpyridine 1-oxide, molecular formula is C6H7NO, 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. Recommanded Product: 1003-73-2

Example 1; A. 3-Methyl-isonicotinonitrile.; To 3-methyl-pyridine 1 -oxide (15.90 g, 150 mmol) is added at 0 0C during 30 min. dimethylsulfate (15.60 mL). The resulting reaction mixture is stirred overnight at 40 0C. A solution of KCN (10.75 g, 165 mmol) in a mixture of EtOH/water 1 : 1 (120 mL) is added and the reaction mixture is stirred overnight at 40 0C. The reaction mixture is concentrated in vacuo and the residue is partitioned between EtOAc and water. The aqueous phase is extracted with EtOAc and the combined organic layers are dried over Na2SO4, filtered and concentrated at reduced pressure. Purification by flash column chromatography (silica gel, cyclohexane / EtOAc 85 : 15) affords the title compound as orange crystals (6.00 g, 50.80 mmol, 34%). 1H NMR (400 MHz, DMSO-(Z6) delta ppm 8.76 (s, 1 H), 8.64 (d, J = 4.9 Hz, 1 H), 7.80 (d, J = 4.9 Hz, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 1003-73-2.

Reference:
Patent; NOVARTIS AG; WO2008/122615; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 372-48-5 , The common heterocyclic compound, 372-48-5, name is 2-Fluoropyridine, molecular formula is C5H4FN, 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.

To a solution of diisopropylamine (104 g, 1 .03 mol) in dry THF (2.6 L) was added dropwise 2.5 M solution of pi-BuLi in hexane (392 mL, 0.98 mol) at -30 to -40C under N2. The resulting mixture was stirred at 0C for 35 min. The mixture was cooled to -70C and a solution of 2-fluoropyridine (I-25) (100 g, 1 .03 mol) in dry THF (800 mL) was added. After stirring at -70C for 2 hr, the mixture was added to a solution of l2 (261 .6 g, 1 .03 mol) in dry THF (800 mL) at -20C under N2. After the reaction was complete, the mixture was quenched with ice water (4 L). The mixture was diluted with EtOAc (4 L) and washed with aq. Na2S203 (500 mL) and brine (500 mL). The organic layer was dried over Na2S04 and concentrated in vacuo. The residue was purified by distillation in vacuum to afford 2-fluoro-3-iodopyridine (I-26) (140 g, 61 %) as a yellow solid.

The synthetic route of 372-48-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19798-80-2, 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 19798-80-2, name is 4-Chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-amino-4-chloropyridine (150 g, 0.78 mol) in DMF (1.5 L) was added NIS (341 g, 1.52 mol) and the reaction mixture stirred at RT for 18 h before being concentrated in vacuo to 300 mL volume. The resultant residue was poured into 10% aqueous sodium thiosulfate solution (1.2 L), stirred for 15 min and the precipitate formed collected by filtration, washed with water then dried at 35 C. in vacuo to give the title compound as a pale brown solid (185 g, 62%). 1H NMR 400 MHz (CDCl3) delta: 8.33 (1H, s), 6.68 (1H, s), 4.52 (2H, s).

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 19798-80-2, 4-Chloropyridin-2-amine.

Reference:
Patent; Genentech, Inc.; US2012/245144; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1003-73-2, Adding some certain compound to certain chemical reactions, such as: 1003-73-2, name is 3-Methylpyridine 1-oxide,molecular formula is C6H7NO, 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 1003-73-2.

PREPARATION EXAMPLE 3 2-Chloro-5-methyl-pyridine A solution of 20 g (0.1 mol) of N,N-dipropylsulphamoyl chloride in 60 ml of chlorobenzene is added dropwise under nitrogen to a solution of 5.5 g (50 mmol) of 3-methylpyridine-1-oxide and 10.1 g (0.1 mol) of triethylamine in 40 mol of chlorobenzene. The mixture is then heated to 70 C. for a further 3 hours, the solid is then filtered off with suction, the filter cake is washed with chlorobenzene and the liquid phase is extracted using conc. hydrochloric acid.

According to the analysis of related databases, 1003-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US5099025; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1239363-36-0, tert-Butyl 2′,6′-dichloro-5,6-dihydro-[4,4′-bipyridine]-1(2H)-carboxylate, 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, Recommanded Product: tert-Butyl 2′,6′-dichloro-5,6-dihydro-[4,4′-bipyridine]-1(2H)-carboxylate, blongs to pyridine-derivatives compound. Recommanded Product: tert-Butyl 2′,6′-dichloro-5,6-dihydro-[4,4′-bipyridine]-1(2H)-carboxylate

18-1 (1.62 g, 4.9 mmol) was treated with PtO2 (0.16 g) under a H2 atmosphere for 1 h. The catalyst was removed by filtration, and 18-2 (1.46 g, 90%) was used without further purification. LC/MS: m/z 331.10 [M+H]+.

The synthetic route of 1239363-36-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alios BioPharma, Inc.; Wang, Guangyi; Beigelman, Leonid; Truong, Anh; Stein, Karin Ann; (234 pag.)US2016/244460; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 118650-08-1, 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 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of palladium acetate (1.4 mg, 0.00623 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (5.3 mg, 0.0124 mmol) and potassium phosphate (27.6 mg, 0.1246 mmol) in water (0.020 mL) and toluene (0.100 mL) was stirred for three minutes. Then, a solution of (5-bromo-pyridin-3-yl)acetic acid methyl ester (Example 24-(2); 15.2 mg, 0.0659 mmol) and (E)-4-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2] dioxaborolan-2-yl) – phenyl]-propyl}-2-methyl-phenyl)-1,1,1-trifluoro-2-trifluoromethyl-3-buten-2-ol (Example 26-(5); 26.9 mg, 0.0471 mmol) in toluene (0.12 mL) was added, and the mixture was stirred in a nitrogen atmosphere at 100C for one hour. After filtration through cotton plug, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate = 3/2) to give the title compound (5.0 mg, 17%). 1H-NMR (chloroform-d): 0.65 (t, 6H, J=7.2Hz), 1.60 (brs, 1H), 2.12 (q, 4H, J=7.2Hz), 2.24 (s, 6H), 3.69 (s, 2H), 3.73 (s, 3H), 6.16 (d, 1H, J=15.6Hz), 6.97-7.05 (m, 5H), 7.36-7.43 (m, 2H), 7.66 (s, 1H), 8.43 (d, 1H, J=6.9Hz).

According to the analysis of related databases, 118650-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13466-41-6, Adding some certain compound to certain chemical reactions, such as: 13466-41-6, name is 4-Methylpyridin-2-ol,molecular formula is C6H7NO, 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 13466-41-6.

Step 1 3-(4-Methyl-2-oxo-2H-pyridin-1-yl)-5-nitro-benzoic acid methyl ester To a 25 ml round-bottomed flask was added 2-Hydroxy-4-methylpyridine (17.9 mg, 0.164 mmol), 3-Iodo-5-nitro-benzoic acid methyl ester (40 mg, 0.137 mmol), CuI (5.2 mg, 0.027 mmol) and 1,4-dioxane (10 ml). The reaction mixture was stirred for 5 minutes to the dissolve 2-Hydroxy-4-methylpyridine and 3-iodo-5-nitro-benzoic acid methyl ester, after which 1,10-phenanthroline (9.84 mg, 0.055 mmol) was added, followed by K3PO4 (174 mg, 0.082 mmol). The reaction mixture was flushed with N2, and heated to 110 C. for 24 hours. After cooling to room temperature, the mixture was diluted with H2O, and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash chromatography to give 3-(4-Methyl-2-oxo-2H-pyridin-1-yl)-5-nitro-benzoic acid methyl ester (39.45 mg, 61%) as light yellow solid. MS (M+H)=289.

According to the analysis of related databases, 13466-41-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dillon, Michael Patrick; Hawley, Ronald Charles; Chen, Li; Feng, Lichun; Yang, Minmin; US2008/4442; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 66572-56-3, 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. 66572-56-3, name is 2-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, 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.

General procedure: To a solution of 3-iodo-4-methylbenzoic acid 5-1 (262mg, 1.0mmol) in dry DCM (10mL) at 0C was added oxalyl chloride (0.13mL, 1.5mmol) and 3 drops of dry DMF. The resulting reaction mixture was stirred at room temperature for 3h, and then the solvent was removed under reduced pressure. The crude product was used directly for the next step without further purification.

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 66572-56-3, 2-Bromoisonicotinic acid.

Reference:
Article; Liu, Yang; Peng, Xia; Guan, Xiaocong; Lu, Dong; Xi, Yong; Jin, Shiyu; Chen, Hui; Zeng, Limin; Ai, Jing; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 122 – 132;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem