Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 185041-05-8, Methyl 2-chloro-4-iodonicotinate, 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, Computed Properties of C7H5ClINO2, blongs to pyridine-derivatives compound. Computed Properties of C7H5ClINO2

Amixture of methyl 2-chloro-4-iodonicotinate (1.00 g, 3.29 mmol, 98% puritycalculated by LC-MS analysis), (4-chlorophenyl)boronic acid (0.630 g, 4.03mmol), PdCl2(dppf) (0.246 g, 0.336 mmol) and K2CO3(1.39 g, 10.1 mmol) in dioxane (50 mL) and water (10 mL) was heated to 90 Cand stirred for 15 h. The reaction mixture was concentrated in vacuo and the residue was dilutedwith EtOAc (20 mL) and water (20 mL). The organic phase was separated and theaqueous phase was extracted with EtOAc (2 x 10 mL). The combined organic phasewas washed with brine (20 mL), dried with anhydrous Na2SO4,filtered and concentrated in vacuo. Theresidue was purified by flash column chromatography on silica gel (Petroleumether/EtOAc = 30/1 to 20/1) to afford methyl 2-chloro-4-(4-chlorophenyl)nicotinate (0.850 g, 82%) as a yellow solid. 1H NMR (400 MHz, CDCl3)delta 3.79 (3H, s), 7.28 (1H, s), 7.35-7.38 (2H, m), 7.43-7.47 (2H, m), 8.50 (1H,d, J = 5.2 Hz). MS (ESI) m/z: 282.0 [M+H]+.

The synthetic route of 185041-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Miyazaki, Tohru; Kawasaki, Masanori; Suzuki, Atsushi; Ito, Yuki; Imanishi, Akio; Maru, Takamitsu; Kawamoto, Tomohiro; Koike, Tatsuki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 815 – 820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1124-29-4, name is 5-Acetylpyridin-2(1H)-one, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Acetylpyridin-2(1H)-one

2- methoxy-5-acetyl pyridine (1.51 g, 10 mmol) was treated with 6N HCl at 100C for 5 hours. The reaction mixture was neutralized with sodium hydroxide to pH 7 and then extracted several times with DCM. Organic layer was dried over sodium sulfate, evaporated and the residue was crystallized from ethyl acetate to give 5-acetyl-2(lH)- pyridone as a white solid, 1.06 g (78%). This compound (685.7 mg, 5 mmol) was reacted with iodobenzene (0.84 ml, 7.5 mmol) in the presence of CuI (95 mg, 0.5 mmol) and K2CO3 (691 mg, 5 mmol) in DMF (5 ml) at 1350C overnight. The reaction mixture was diluted with 10% ammonia (15 ml) and extracted with ethyl acetate. The organic extract was washed with saturated sodium chloride, dried over magnesium sulfate and evaporated. Column chromatography (10% ethyl acetate-DCM) afforded 407 mg (38%) of the target compound as a white solid. The 1H NMR spectra was consistent with the structure of Compound 16.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1124-29-4, 5-Acetylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; INTERMUNE, INC.; WO2006/122154; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 28900-10-9, 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. 28900-10-9, name is 2-Chloro-6-methylnicotinonitrile, molecular formula is C7H5ClN2, 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.

To a solution of 2-chloro-3-cyano-6-methylpyridine (6.10 g) was added a 28% aqueous ammonia solution (70 mL)The reaction was carried out in an autoclave at 170 C for 7 hours. The reaction solution was cooled to room temperature,The ammonia was removed under reduced pressure Add potassium hydroxide (9.00 g) to the reaction mixture by removal of ammonia, and heated at 100 C under stirring for 3 hours. The reaction mixture was cooled to room temperature, 4N hydrochloric acid was added dropwise and the pH was adjusted to 4-5. The precipitated crystals were collected by filtration, further washed with water and air dried them. To obtain 2-amino-6-methyl nicotinic acid 5.04g (yield 82.9%). With the implementation of purity liquid chromatography analysis showed a high purity of 97.06%.

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 28900-10-9, 2-Chloro-6-methylnicotinonitrile.

Reference:
Patent; AGRO-KANESHO CO.,LTD; AIZAWA, RYO; ARAKI, KOICHI; (13 pag.)TW2016/509; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 183208-34-6, 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 183208-34-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one. This compound has unique chemical properties. The synthetic route is as follows.

Synthesized according to Procedure J-1. 1H NMR 400 MHz (DMSO-d6) delta 11.02 (s, 1H); 8.07 (s, 1H); 7.88 (s, 1H); 7.71 (s, 1H); 4.40 (m, 2H); 1.34 (m, 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 183208-34-6, 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one.

Reference:
Patent; Glaxo Wellcome Inc.; US6350747; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-79-4 ,Some common heterocyclic compound, 128071-79-4, molecular formula is C6H5BrFN, 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 sealable reaction flask containing a solution of Intermediate 15E (9.90 g,33.7 mmol) in Dioxane (195 mL) was added 4-bromo-2-fiuoro-3-methvlpyridine (6.21 g, 32.7 mmoi), Water (65.0 mL) and Na2CO3 (13.86 g, 131 inmol). After the mixture was degassed with Argon for 10-15mm, Pd(Ph3P)4 (1.888 g, 1634 mmoi) was added, the flask was sealed and the mixture was heated to 100 C for 24 hours, then allowed to slowly cool to rt. Reaction was diluted with EtOAc and water, plus sonication to break up solids, then transferred to a sep funnel. The layers were separated and the aqueous layer was extracted once more with EtOAc. The organic layers were combined, washed with brine, dried over anhyd Na2SO4, filtered and concentrated in vacuo to afford a dark brown residue. Purified on silica gel colunm chromatography to give Intermediate 23A (7.23 g, 26.1 minol, 80% yield). LC-MS Anal. Calc?d for CI6H20FNO2 277.15, found [M+Hj 278.2, Tr = 104 mm (Method A).

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. 128071-79-4, 4-Bromo-2-fluoro-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Emily Charlotte; SHAN, Weifang; ZHANG, Liping; NARA, Susheel Jethanand; HUANG, Audris; BALOG, James Aaron; (129 pag.)WO2018/39512; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 166266-19-9, Adding some certain compound to certain chemical reactions, such as: 166266-19-9, name is 5-Iodo-3-methylpyridin-2-amine,molecular formula is C6H7IN2, 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 166266-19-9.

Production Example 4: Production of 2-amino-3-methyl-6-pentafluoroethylpyridine (Compound No. IV-1) To 20 ml of dimethyl sulfoxide were added 2.34 g (0.01 mol) of 2-amino-5-iodo-3-methylpyridine, 2.5 g of powdered metallic copper and 3.7 g (0.015 mol) of iodopentafluorethane. The mixture was kept at 110C and vigorously stirred for 6 hours. After cooling the reaction mixture to room temperature, the mixture was poured into 500 ml of ice water and thoroughly stirred. The insoluble matter was filtered off, and the objective product was extracted from the filtrate with 300 ml of ethyl acetate. The extract solution was washedwith water, dried on anhydrous sodium sulfate, and concentrated under reduced pressure. Purification of the residue by column chromatography using 3/7 mixture of ethyl acetate and hexane as an eluent gave 1.1 g of the objective product (yield 20%). 1H-NMR [delta (CDCl3)]: 2.17 (s,3H), 4.82 (br,2H), 7.42 (d,1H), 8.16 (s,1H),

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. 166266-19-9, 5-Iodo-3-methylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nihon Nohyaku Co., Ltd.; EP1193254; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1226878-98-3 , The common heterocyclic compound, 1226878-98-3, name is 2-Chloro-5-iodo-4-methoxypyridine, molecular formula is C6H5ClINO, 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.

j00505j To a solution of compound B-116 (4.0 g, 7.4 mmol) in acetic acid (30 mL) was added hydrogen bromide (40% in water, 23 g, 11 immol). The vessel was sealed and heated to 110 C for 4 hours. On completion, the mixture was concentrated in vacuo. The residue was dissolved in methanol (20 mL) and triethylamine (20 mL), concentrated again in vacuo and purified by silica gel chromatography [dichloromethane: methanol = 30:11 to give compound B-117 (3.0 g, 75% yield) as a white solid. ?H-NMR (CD3OD, 400 MHz): 8.33 (s, 1H), 6.73 (s, 1H).

The synthetic route of 1226878-98-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17282-01-8, 3-Bromo-2-fluoro-5-picoline, 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, 17282-01-8, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-2-fluoro-5-picoline

Preparation 98: 5-(2-Fluoro-5-methylpyridin-3-yl)-2,4-dimethoxy-pyrimidine (Prep98); 2,4-Dimethoxy-pyrimidine-5-boronic acid (842 mg, 4.60 mmol) was dissolved in degassed n-PrOH (55 ml) and then 2-fluoro-3-bromo-5-methylpyridine (800 mg, 4.21 mmol), Na2CO3 (1.46 g, 13.77 mmol), PPh3 (348 mg, 1.33 mmol) and Pd(OAc)2 (101 mg, 0.45 mmol) were added. The suspension was stirred at reflux for 2 hours. After cooling, the solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The residue was triturated with Et2O to give 350 mg of the title compound as a gray powder (31 % yield). MS (ES) (mlz): 250.2 [IvRH]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17282-01-8, its application will become more common.

Reference:
Patent; Glaxo Group Limited; WO2007/113232; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 117846-58-9 , The common heterocyclic compound, 117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine, molecular formula is C7H7Br2N, 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.

Step 1: 2-(4-(6-Bromo-3,5-dimethylpyridin-2-ylamino)piperidin-1-yl)benzonitrile A mixture of 2-(4-amino-1-piperidyl)benzonitrile (3.00 g, 14.91 mmol), 2,6-dibromo-3,5-dimethyl-pyridine (4.74 g, 17.89 mmol), tBuONa (2.15 g, 22.36 mmol), Pd2 (dba)3 (136.53 mg, 149.05 umol) and BINAP (278.43 mg, 447.16 umol) in toluene (50.00 mL) was stirred at 80 C. for 17 h. The mixture was filtered and purified by silica gel chromatography to afford 2-(4-(6-bromo-3,5-dimethylpyridin-2-ylamino)piperidin-1-yl)benzonitrile (2.10 g, 5.45 mmol, 36.55% yield) as product. ESI-MS (EI+, m/z): 385.1 [M+H]+.

The synthetic route of 117846-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); 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. 52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, 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. category: pyridine-derivatives

(b). 2,3-dimethoxypyridine To a solution of 2-chloro-3-methoxy-pyridine (1 10 g) in DMSO (1 L) was added sodium methoxide (124 g). The reaction mixture was heated to 80C overnight. The reaction mixture was poured into 3 L water and extracted with ethyl acetate. The organic phase was washed with brine, dried over Na2S04, filtered and concentrated to give the crude product. Yield: 105 g ? NMR delta (ppm)(CH3OH-d): 7.70 (t, 1 H, J=1.2 and 5.2 Hz), 7.01 (t, 1 H, J=1.2 and 8.0 Hz), 6.81 (q, 1 H, J=5.2 and 7.8 Hz), 4.00 (s, 3H), 3.85 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 52605-96-6.

Reference:
Patent; MSD OSS B.V.; BLACKABY, Wesley, Peter; DE KORT, Martin; ENTHOVEN, Mark; HINCHLIFFE, Paul, Stuart; PAULIE, Chris; TIMMERS, Cornelis, Marius; VERKAIK, Saskia; WO2013/41458; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem