Tag: M.W:100-200

Electric Literature of 112110-07-3, 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 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

13-A. (5-Trifluoromethyl-pyridin-3-yl)-carbamic acid phenyl ester.; Example 7-A, 5-trifluoromethyl-pyridin-3-ylamine, (385 mg, 2.37 mmol) is taken up in THF (25 mL) and pyridine (0.38 mL, 4.75 mmol) at O 0C before phenyl chloroformate (558 mg, 3.56 mmol) is added. After 2 h, the reaction is diluted with DCM (50 mL) and washed with water (50 mL). The organic layer is separated, dried over anhydrous Na2SO/), filtered and concentrated. The residue is then separated via FCC (EtO Ac/heptanes 1:9 to EtOAc/heptanes 1 :1) to give the title compound. MS (ESI) m/z 283.0 (M+l).

According to the analysis of related databases, 112110-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ARTMAN III, Gerald David; ELLIOTT, Jason Matthew; JI, Nan; LIU, Donglei; MA, Fupeng; MAINOLFI, Nello; MEREDITH, Erik; MIRANDA, Karl; POWERS, James J.; RAO, Chang; WO2010/66684; (2010); A2;,
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 41288-96-4, name is 2-Chloro-5-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Chloro-5-hydroxypyridine

2-Chloro-5-hydroxypyridine (25 g, l93mmol), potassium carbonate (53.3 g, 386 mmol), and methyl iodide (14.5 mL, 223mmol) were combined in a flask of acetonitrile (500 mL, 0.2M) under nitrogen. The reaction mixture was stirred at room temperature overnight and then diluted with water (1L). The reaction mixture was extracted with hexanes (3 x 500 mL). The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. This crude residue was purified over a pad of silica eluted with hexanes (400 mL), and the filtrate was concentrated under reduced pressure to give 2- chloro-5-methoxy pyridine as a yellow oil (21.7 g, 78.3%). ‘fl NMR (400MHz, DMSO-c/,,) d 8.13 (d, J = 2.9 Hz, 1H), 7.51- 7.47 (m, 1H), 7.45 – 7.42 (m, 1H), 3.84 (s, 3H); MS (ESI+) m/z 144.1 (M+H)+

With the rapid development of chemical substances, we look forward to future research findings about 41288-96-4.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 59290-82-3, name is 3-Nitroisonicotinic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Nitroisonicotinic acid

Example 87; N-MethvI-3-(2-(2-oxoindolin-5-vIamino)-5-ftrifluoromethyl)pyridin-4-ylamino)isonicotinamide; JV-Methyl-3-nitroisonicotinamide; To the mixture of 3-nitroisonicotinic acid (4.78 g, 28.4 mmol), methylamine hydrogen chloride (2.88 g, 1.5 eq), EDC (6.53 g, 1.2 eq), HOBt (4.59 g, 1.2 eq) in DMF (5OmL) was added DIEA (25 mL, 5.0 eq). The mixture was stirred at room temperature overnight. It was concentrated and the crude was dissolved in EtOAc. It was washed with saturated NaHCO3 solution. The solvent was removed and the crude was purified by silica gel chromatography (0%~20% MeOH/DCM) to obtain the desired product 7V-methyl-3-nitroisonicotinamide (878 mg, isolated yield 17%).

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, 59290-82-3, 3-Nitroisonicotinic acid.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2008/115369; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55052-27-2 ,Some common heterocyclic compound, 55052-27-2, molecular formula is C7H5ClN2, 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 6-chloro-1H-pyrrolo[2,3-b]pyridine (1 .37 g, 8.97 mmol) in DMF (100 ml_), sodium hydride (60 % in paraffin, 1 g, 41 mmol) was added. The solution was stirred for 30 min being allowed to warm up from 0 C to rt. Subsequently, benzenesulfonic acid chloride (1 .5 mL, 1 1.8 mmol) was added dropwise. The suspension was stirred 3 h at room temperature and hydrolyzed with ice water. The resulting solid was filtered off under reduced pressure, washed thoroughly with water (75 mL) and finally with petroleum ether (15 mL). The resulting material was dried at 60 C and purified by column chromatography (eluent: pure dichloromethane) yielding 856 mg of 1 -(benzenesulfonyl)-6-chloro- pyrrolo[2,3-b]pyridine Xll-4a as a brownish solid. (1073) Yield: 32%

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. 55052-27-2, 6-Chloro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA GMBH; PEGURIER, Cecile; PROVINS, Laurent; CARDENAS, Alvaro; LEDECQ, Marie; MUELLER, Christa E.; HOCKEMEYER, Joerg; EL-TAYEB, Ali; BOSHTA, Nader; RASHED, Mahmoud; (165 pag.)WO2019/243303; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 271-29-4, 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.271-29-4, name is 1H-Pyrrolo[2,3-c]pyridine, molecular formula is C7H6N2, molecular weight is 118.14, as common compound, the synthetic route is as follows.

To a solution of 1H-pyrrolo[2,3-c]pyridine (1 g, 8.47 mmol) in H2S04 (5 mL) was added 69% HNO3 (533 mg, 8.47 mmol) at 0 C. After stirred at 0 C for 2 hrs, the reaction mixture was allowed to warm to room temperature and stirred overnight. The mixture was then poured into H20 (100 mL) and basified by NaOH powder to pH> 7. Then the mixture was extracted by EA (100 mL x3), dried over anhydrous Na2SO4, and evaporated in vacuum to afford 3-nitro-1H- pyrrolo[2,3-c]pyridine (690 mg, 50%) as a yellow solid. ?H NIVIR (400 IVIHz, DMSO-d6): oe = 8.94 (s, 1H), 8.85 (s, 1H), 8.44 (d, J= 5.2 Hz, 1H), 8.02 (dd, J= 5.6, 1.2 Hz, 1H). MS: m/z 164.0 (M+H).

The chemical industry reduces the impact on the environment during synthesis 271-29-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 188577-69-7, 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 188577-69-7, name is 3,4-Dichloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

2,7,8-Trichloro-imidazo[1,2-a]pyridine (17). 2-Amino-3,4-dichloropyridine, compound 5 (1.0 g, 6.1 mmol) was treated with ethyl bromoacetate (5.0 mL, 45.0 mmol) at 60 C. for 24 hours to give a white solid. This solid was removed by filtration, dissolved in water, treated with ion exchange resin and chlorinated with POCl3 as described above to give, after purification by flash chromatography (EtOAc/hexane 1:2, 15 cm*4 cm) and recrystallization from MeOH, 700 mg (52%) of compound 17 as white crystals. Compound 17: mp 220-221 C.; Rf 0.29 (EtOAc/hexane 1:2); 1H-NMR (360 MHz, CDCl3) delta7.93 (d, 1H J=7.15 Hz), 7.56 (s, 1H), 6.94 (d, 1H, J=7.15 Hz); 13C-NMR (90 MHz CDCl3) delta141.77 (C8a), 137.20 (C2), 129.87 (C7), 123.52 (C5), 121.30 (C8), 115.08 (C6), 110.39 (C3); UV lambdaax (EtOH) 304 (5250), 288 (5825), 233 (10434); (pH 11) 287 (6566), 232 (24612); (pH 1) 287 (8865), 231 (26610); HRMS m/z calcd for C7H3Cl3N2 219.9362, found 219.9355. Anal. Calcd for C7H3Cl3N2.1/4 H2O: C, 37.21; H, 1.56; N, 12.40. Found: C, 37.40; H, 1.46; N, 12.22.

According to the analysis of related databases, 188577-69-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Regents of the University of Michigan; US6214801; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 139585-48-1, name is 2-Chloro-5-methoxypyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H6ClNO

A solution of 5-(tributylstannyl)thiazole (295 mg, 0.788 mmol) and 2-chloro-5-methoxypyridine (75 mg, 0.526 mmol) in toluene (2.0 mL) was degassed with argon for 3 min. Pd(PPh3)4 (24.29 mg, 0.021 mmol) was added. The reaction mixture was sealed and heated in an oil bath at 105 C for 4 h. After being cooled to room temperature, the reaction mixture was directly loaded on a column for purification. The crude product was purified by flash chromatography (loading in chloroform, 0% to 85% EtOAc in hexane over 10 min using a 4 g silica gel cartridge). The desired fractions were combined and concentrated to yield Intermediate 52A (70 mg, 0.364 mmol, 69.3 % yield) as a white solid.1H NMR (400MHz, METHANOL-d4) delta 8.94 (s, 1H), 8.26 (s, 1H), 8.19 (d, J=2.9 Hz, 1H), 7.75 (d, J=8.6 Hz, 1H), 7.36 (did, J=8.7, 3.0 Hz, 1H), 3.88 (s, 3H); LC^MS: method C, RT = 0.64 min, MS (ESI) m/z: 193.3 (M+H)+.

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, 139585-48-1, 2-Chloro-5-methoxypyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; RICHTER, Jeremy M.; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; (111 pag.)WO2018/13772; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58539-65-4, 2-Methylnicotinamide, 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: 58539-65-4, blongs to pyridine-derivatives compound. Recommanded Product: 58539-65-4

Oxalyl chloride (1.90 mL, 21.8 mmol) was added to 2-methyl nicotinic acid (1.50 g, 10.9 mmol) in anhydrous dichloromethane (20 mL) with triethylamine (1.6 mL, 11.5 mmol) and the reaction mixture was kept at room temperature overnight before the solvent was removed. THF was added to the residue and ammonia gas was bubbled through for 2 h. The THF was removed and the residue was dissolved into methanol and water and the pH was adjusted to 10.0 with potassium carbonate. The mixture was concentrated. After column chromatography the desired amide was isolated (1.10 g, 73.8%).NaH (0.428 g, 10.7 mmol, 60% in mineral oil) was added to 4-hydroxy-3,5-dimethylbenzonitrile (1.50 g, 10 mmol) in anhydrous DMF (8 mL). Benzyl bromide (1.83 g, 10.7 mmol) was added and the reaction was kept at room temperature overnight. The reaction mixture was poured into water. The isolated solid was further washed with hexane to yield the desired ether building block (2.0 g, 84.3%). It was used in the next reaction without further purification. The above amide (0.65 g, 4.77 mmol) in anhydrous THF (15 mL) was added drop-wise to BuLi (7.5 mL, 1.60 M) at -20 C. The reaction mixture was kept at this temperature for 1 h and then the above ether building block (1.13 g, 4.77 mmol) in THF (20 mL) was added drop-wise at -20 C. and the reaction was stirred for 1.5 h. The reaction temperature was increased to room temperature and continued for a further 1 h. Water (20 mL) was added and the mixture was stirred for a while before the solvent was removed and the residue was purified by column chromatography to yield the desired intermediate (0.50 g, 29.4%). A 50 mL flask was charged with the above described intermediate (0.50 g, 0.0014 mol) and pyridine hydrogen chloride (2.4 g, 0.014 mol) and the mixture was heated to 180 C. for 1.5 h. The mixture was cooled and poured into methanol (4 mL), then filtered. The collected solid was further washed with ethyl acetate and dried to give 7-(4-hydroxy-3,5-dimethylphenyl)-1,6-naphthyridin-5(6H)-one (350 mg, 82.7%) as an HCl salt. Selected data: MS (ES) m/z: 266; MP>350 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58539-65-4, 2-Methylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; Wong, Norman C.W.; Tucker, Joseph E.L.; Hansen, Henrik C.; Chiacchia, Fabrizio S.; McCaffrey, David; US2008/188467; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13362-30-6, 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 13362-30-6, name is Ethyl 2-aminoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

[1- [5-CHLORO-2- (4-METHOXY-BENZYLOXY)-PHENYL]-PENTANE-1,] 4-dione (1.04g, 2. [9MMOL)] and 2- amino-isonicotinic acid ethyl ester (0.54g, 3. [2MMOL)] (Linschoten et [AL,] W00066557) were heated in toluene (0. 5ml) in a sealed vessel at [150C] for 12 hours. Upon cooling, the residue was purified by chromatography on silica gel with isohexane/EtOAc (15%) as eluant, to give the title compound (510mg, 36%). [1H] NMR [(400MHZ,] CDCl3) 1.31 (3H, t, J=7.5Hz), 2.29 (3H, s), 3.79 (3H, s), 4.29 (2H, q, J=7.5Hz), 4.59 (2H, s), 6.12 (1H, d, J=3.5Hz), 6.32 (1H, d, J=3.5Hz), 6.58 (1H, broad d, J=9Hz), 6.79 (2H, d, J=8.5Hz), 6.98 (2H, d, J=8.5Hz), 7.05 (1 H, dd, J=3,9Hz), 7.26 (1 H, d, under CDCI3), 7.40 (1 H, broad s), 7.66 (1 H, dd, J=1.5, 7Hz), 8.52 (1 H, d, J=7Hz). LC/MS t=4.01 min [MH+] 477/479

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 13362-30-6, Ethyl 2-aminoisonicotinate.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/101959; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1019021-85-2, 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.1019021-85-2, name is 6-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid, molecular formula is C8H5FN2O2, molecular weight is 180.1359, as common compound, the synthetic route is as follows.

Oxalyl chloride (10 mL, 1 10 mmol) was added dropwise to a stirred suspension of 6- fluoroimidazo[1 ,2-a]pyridine-3-carboxylic acid (24b) (2 g, 1 1 mmol) and catalytic amounts of DMF in dichloromethane (20 mL). After 5 hours, the solvent was evaporated and the solid was suspended in dry DCE (20 mL) and added to a stirred solution of 3- amino-4-methylbenzonitrile (1 .45 g, 1 1 mmol) and DIEA (6 mmol) in DCE (1 0 mL) at 0 C. After the addition, the reaction was heated at 60 C for 5 hours. The mixture was subjected to standard aqueous work and silica purification to give N-(5-cyano-2- methylphenyl)-6-fluoroimidazo[1 ,2-a]pyridine-3-carboxamide (39) as a solid. 1 H NMR (400MHz, c/6-DMSO) delta 10.14 (s, 1 H), 9.45 (dd, J = 5.2, 2.0 Hz, 1 H), 8.62 (s, 1 H), 7.90 – 7.87 (m, 2 H), 7.68-7.63 (m, 1 H), 7.53 (d, J = 8.0 Hz, 1 H), 2.37 (s, 3H). MS m/z 295.1 (M+1 ) +.

Statistics shows that 1019021-85-2 is playing an increasingly important role. we look forward to future research findings about 6-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid.

Reference:
Patent; IRM LLC; LOREN, Jon; LI, Xiaolin; LIU, Xiaodong; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; RUCKER, Paul Vincent; WO2013/33203; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem