Tag: M.W:200-300

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. 885588-12-5, name is 2-Bromo-5-fluoro-4-pyridinecarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Bromo-5-fluoro-4-pyridinecarboxylic acid

A mixture of 2-bromo-5-fluoroisonicotinic acid [885588-12-5] (1.00 g, 4.55 mmol), (li?)-l- methyl-l,2,3,4-tetrahydroisoquinoline [84010-66-2] (803 mg, 5.45 mmol), HATU (2.34 g, 6.14 mmol) and DIPEA (2.34 mL, 13.5 mmol) in DMF (50 mL) was stirred at rt for 20 h. The reaction mixture was diluted with EtOAc and brine. The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic extracts were dried over MgS04, filtered and evaporated in vacuo. The crude mixture was purified by preparative LC (irregular SiOH, 15-40 mih, 80 g Grace, liquid injection (DCM), mobile phase gradient: heptane / EtOAc from 90: 10 to 0: 100) to afford intermediate 113 (1.62 g, quant.).

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, 885588-12-5, 2-Bromo-5-fluoro-4-pyridinecarboxylic acid.

Reference:
Patent; JANSSEN SCIENCES IRELAND UNLIMITED COMPANY; LANCOIS, David Francis Alain; GUILLEMONT, Jerome Emile Georges; RABOISSON, Pierre Jean-Marie Bernard; RIGAUX, Peter; MICHAUT, Antoine Benjamin; QUATREVAUX, Sabrina Dany France; SOVY, Chao; ROYMANS, Dirk Andre Emmy; (99 pag.)WO2019/206828; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1010120-55-4, name is 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine, the common compound, a new synthetic route is introduced below. Safety of 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine

4-[ 4-( 4,4,5,5-Tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-benzyl]-thiomorpholine-1, 1-dioxide(1.1eq.) was added to a solution of 5-bromo-[1,2,4]triazolo[1,5-a]pyrid in-2-ylamine (4:1). K2C03 (2eq.) and PdCbdppf (0.03 eq.) were added to the solution. The resulting mixture was then heated in anoil bath at 90C for 16h under N 2. Water was added and the solution was extracted with ethyl acetate.The organic layers were dried over anhydrous MgS04 and evaporated in vacuo. The final compoundwas obtained after purification by flash chromatography.[00162] 1H (400 MHz, CDCh) 8 7.94-7.92 (d, 2H), 7.52-7.48 (m, 3H), 7.37-7.34 (m, 1H), 7.02-7.00(m, 1H), 6.00 (d, 2H), 3.76 (d, 2H), 3.15-3.13 (m, 4H), 2.93-2.91 (m, 4H).[00163] m/z 358.2 (M+H+, 100%).

The synthetic route of 1010120-55-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; VAN ‘T KLOOSTER, Gerben Albert Eleutherius; BRYS, Reginald Christophe Xavier; VAN ROMPAEY, Luc Juliaan Corina; NAMOUR, Florence Sylvie; WO2013/189771; (2013); A1;,
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Electric Literature of 1196146-82-3 ,Some common heterocyclic compound, 1196146-82-3, molecular formula is C5H3BrClNO, 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.

A solution of 5-bromo-2-chloropyridin-4-ol (200 g 0.960 mol, Intermediate 56) and sodium chlorodifluoroacetate (264 g, 1.73 mol) in DMF (1 L) was added dropwise to a 110-115 C. suspension of Cs2CO3 (469 g, 1.44 mol) in DMF (1 L), and the resulting mixture was stirred at 110-115 C. After the reaction went to completion, mixture was allowed to cool to 50-60 C., and then it was poured into ice water. The resulting mixture was extracted twice with MTBE, and the combined organic layers were washed with water and then concentrated. The concentrate was purified by distillation to afford the title compound as a colorless liquid (bp 75-78 C. at 1-2 mmHg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1196146-82-3, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Goldberg, Steven; Martin, Connor L.; Fennema, Elizabeth G.; Wolin, Ronald L.; Fourie, Anne M.; Xue, Xiaohua; (85 pag.)US2019/382350; (2019); A1;,
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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. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C12H11NO2

g) tert-Butyl 8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate tert-Butyl 8-bromo-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate (0.12 g, 0.33 mmol), 4-benzyloxy pyridinone (65 mg, 0.33 mmol), and Cs2CO3 (0.12 g, 0.38 mmol) were suspended in DMSO (2.0 mL), and the air was removed under vacuum for 15 min. The system was flushed with Ar, and 8-hydroxyquinoline (14 mg, 0.098 mmol) and copper iodide (74 mg, 0.39 mmol) were added to the suspension. The evacuation/Ar flushing process was repeated twice more, and the reaction mixture was heated at 133 C. for 18 h under N2. The mixture was cooled, diluted with 5:1 MeOH/NH4OH (25 mL), and the resulting solution was stirred at ambient temperature for 30 min. The reaction was further diluted with CH2Cl2 (75 mL), and the resulting solution was filtered through silica gel. The filtrate was concentrated under reduced pressure. The residue was diluted with CH2Cl2 and washed with H2O (1*25 mL) and brine (3*50 mL). The organic solution was dried over Na2SO4, filtered and concentrated to dryness. Flash chromatography (12 g ISCO column, (1:1 hexanes/EtOAc)/(80:18:2 CH2Cl2/MeOH/NH4OH), 100:0 for 10 column volumes, increased to 50:50 over 20 column volumes and held for 5 column volumes) gave the title compound (88 mg, 54%) as a yellow foam: 1H NMR (500 MHz, CDCl3) delta 7.63-7.52 (m, 2H), 7.42-7.36 (m, 5H), 7.31 (d, J=7.5 Hz, 1H), 6.99 (d, J=7.0 Hz, 1H), 6.10-6.09 (m, 1H), 6.04-6.03 (m, 1H), 5.05 (s, 2H), 4.71-4.62 (m, 2H), 4.14-4.10 (m, 5H), 2.97-2.96 (m, 2H), 2.04-2.03 (m, 2H), 1.44-1.37 (m, 9H).

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, 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2011/3793; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, the common compound, a new synthetic route is introduced below. Recommanded Product: 53937-02-3

To a solution of Compound 11 (1 g, 4.97 mmol) in DMF (10 mL) was slowly added sodium hydride (219 mg, 5.47 mmol) under ice-cooling, and the obtained reaction mixture was stirred under ice-cooling for 45 minutes. Methyl 2-bromopropionate was added dropwise thereto, and the obtained reaction mixture was warmed up to room temperature and then stirred overnight. To the reaction liquid was added water, followed by extraction with ethyl acetate. The organic layer was washed twice with water and then dried with magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The concentrated residue was purified by silica gel column chromatography (hexane/ethyl acetate=1:1 to 1:4) to obtain Compound 12 (1.03 g, 72%) as a yellow solid. Compound 12; 1H-NMR (CDCl3) delta: 1.62 (3H, d, J=7.60 Hz), 3.75 (3H, s), 4.99 (2H, s), 5.54 (1H, q, J=7.44 Hz), 5.99 (1H, d, J=2.53 Hz), 6.04 (1H, dd, J=7.60, 2.53 Hz), 7.19 (1H, d, J=7.60 Hz), 7.35-7.40 (5H, m).

The synthetic route of 53937-02-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; Kojima, Eiichi; Tonogaki, Keisuke; Tanaka, Nobuyuki; Katou, Manabu; Ino, Akira; Iwatsu, Masafumi; Fujioka, Masahiko; Hinata, Yu; Ohyabu, Naoki; (119 pag.)US9567330; (2017); B2;,
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Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 920979-04-0, 2-Iodo-6-(trifluoromethyl)pyridin-3-amine, 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 2-Iodo-6-(trifluoromethyl)pyridin-3-amine, blongs to pyridine-derivatives compound. Quality Control of 2-Iodo-6-(trifluoromethyl)pyridin-3-amine

A solution of 2-iodo-6-(trifluoromethyl)pyri din-3 -amine (1.1 g, 3.82 mmol), triethylamine (1.60 mL, 11.5 mmol), palladium (II) acetate (231 mg, 1.03 mmol), tri(o- toly)lphosphine (86 g, 2.06 mmol), and methyl prop-2-enoate (1.6 g, 18.59 mmol, 5.00 equiv) in acetonitrile (100 mL) stirred overnight at 90 C in an oil bath. The resulting mixture was concentrated under vacuum. The reaction was then quenched by the addition of 20 mL of water. The resulting solution was extracted with 3×30 mL of ethyl acetate, and the combined organic phases were washed with 50 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 1 :3 ethyl acetate/petroleum ether) to give methyl (2E)-3-[3-amino-6- (trifluoromethyl)pyridin-2-yl]prop-2-enoate (900 mg, 96%) as a yellow solid. MS: (ESI, m/z): 247[M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,920979-04-0, 2-Iodo-6-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
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Synthetic Route of 1150618-36-2, 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.1150618-36-2, name is 5-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H4BrF3N2, molecular weight is 265.03, as common compound, the synthetic route is as follows.

A mixture of 5-bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine (0.250 g, 0.943 mmol), phenylmethanethiol (0.122 mL, 1.038 mmol), DIEA (0.329 mL, 1.887 mmol), Pd2(dba)3 (43.19 mg, 47.16 mumol), and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (54.58 mg, 94.33 mumol) in dioxane (10 mL) was stirred for 1 hour and heated to 150 C for 2 hours under microwave conditions. The mixture was cooled to RT and taken up in EtOAc. The organic layer was washed with NaHCO3(3x) and brine, dried (MgSO4), filtered and concentrated. The residue was purified via column chromatography (1:1EtOAc/hexane) to give the title compound as a yellow solid (0.78g, 95% yield). LCMS m/z = 309.4[M+H]+.

The chemical industry reduces the impact on the environment during synthesis 1150618-36-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; ULLMAN, Brett; KRAMER, Bryan Aubrey; DO, Quyen-Quyen Thuy; SHIN, Young-Jun; (202 pag.)WO2019/113359; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1013648-04-8, 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. 1013648-04-8, name is Methyl 2,6-dichloro-4-methylnicotinate, molecular formula is C8H7Cl2NO2, 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 250 ml flask were added methyl 2,6-dichloro-4-methylnicotinate (4.24 g, 19.268 mmol), N-bromosuccinimide (4.1 g, 23.036 mmol), azobisisobutyronitrile (160 mg, 0.974 mmol) and 50 ml of carbon tetrachloride. The reaction mixture was stirred at 85 C. overnight. The reaction mixture was concentrated to remove carbon tetrachloride, and 50 ml of ethyl acetate was added, which was then washed with 50 ml of brine and 50 ml of water successively. The organic phase was dried over anhydrous sodium sulfate, concentrated to give 6.4 g of methyl 4-(bromomethyl)-2,6-dichloronicotinate as an oil, MS m/z (ESI): 300.1[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 1013648-04-8, Methyl 2,6-dichloro-4-methylnicotinate.

Reference:
Patent; SHANGHAI HAIYAN PHARMACEUTICAL TECHNOLOGY CO., LTD.; YANGTZE RIVER PHARMACEUTICAL GROUP CO., LTD.; GUO, Shuchun; ZHOU, Fusheng; CHEN, Xiang; ZHAO, Jinzhu; HUANG, Dong; XIE, Jing; QIAO, Changjiang; HE, Wan; ZHANG, Kai; CHEN, Xi; LAN, Jiong; (53 pag.)US2020/48248; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1382486-27-2 ,Some common heterocyclic compound, 1382486-27-2, molecular formula is C10H10BrNO2, 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 stirred solution of l-(5-bromopyridin-2-yl)cyclobutanecarboxylic acid (16.9 g, 66.0 mmol) in i-BuOH (30 mL) was added TEA (17.5 mL, 125 mmol) and DPPA (23.6 g, 86 mmol) at RT. After the addition was finished, the reaction was stirred at 85 C under nitrogen for 18 h. After 18 h the solvent was concentrated in vacuo. The residue was purified via column chromatography (Petroleum ether/ EtOAc =10: 1-2: 1) to afford tert-butyl (l-(5-bromopyridin-2- yl)cyclobutyl)carbamate. MS ESI calc’d. [M + H]+ 327, found 327.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1382486-27-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WHITE, Catherine M.; ACHAB, Abdelghani; BHARATHAN, Indu T.; FRADERA, Xavier; HAN, Yongxin; LI, Derun; LIM, Jongwon; LIU, Kun; MCGOWAN, Meredeth Ann; SCIAMMETTA, Nunzio; YU, Wensheng; ZHANG, Hongjun; ZHOU, Hua; (107 pag.)WO2019/74749; (2019); A1;,
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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. 178876-82-9, name is Methyl 6-amino-5-bromopicolinate. A new synthetic method of this compound is introduced below., Quality Control of Methyl 6-amino-5-bromopicolinate

Preparation 4; Preparation of 3-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxaldehydea) Methyl 3-oxo-3,4-dihydro-2H-pyrido[3.2-b][1,4]thiazine-6-carboxylateA solution of ethyl 2-mercaptoacetate (1.473 mL) in DMF (48 mL) was ice-cooled and treated with sodium hydride (540 mg of a 60% dispersion in oil). After 1 hour methyl 6-amino-5-bromopyridine-2-carboxylate (3 g) (T. R. Kelly and F. Lang, J. Org. Chem. 61, 1996, 4623-4633) was added and the mixture stirred for 16 hours at room temperature. The solution was diluted with EtOAc (1 litre), washed with water (3×300 mL), dried and evaporated to about 10 mL. The white solid was filtered off and washed with a little EtOAc to give the ester (0.95 g); MS (APCl-) m/z223 ([M-H]-, 100%).

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, 178876-82-9, Methyl 6-amino-5-bromopicolinate.

Reference:
Patent; Glaxo Group Limited; US2008/194547; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem