Month: March 2022

Electric Literature of 1160791-13-8, 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.1160791-13-8, name is 2-Amino-6-bromothiazolo[5,4-b]pyridine, molecular formula is C6H4BrN3S, molecular weight is 230.09, as common compound, the synthetic route is as follows.

Step 2: l-allyl-3- (6-bromothiazolo [5,4-b] pyridin-2-yl) urea (Intermediates). In a 25 ml round-bottomed flask, 6-bromothiazolo [5,4-b] pyridin-2-amine (0.575 g, 2.5 mmol) was suspended in tetrahydrofuran (15 mL). To this triethylamine (0.697 mL,5.00 mmol) was added in one portion and resulting reaction mixture was stirred at RT.Then allyl isocyanate (0.331 mL, 3.75 mmol) was added and stirred at RT for overnight.The reaction mixture was evaporated in vacuo, ice-cold water was added, sonicated well and the precipitated solid was filtered and dried under high vacuum. The crude product was triturated with acetonitrile gave the pure product as brown solid (0.650mg, 83%).MS (ES+): 314 for C10H9BrN4OS1H NMR (DMSO-d6) delta: 3.82 (t, 2H,CH2); 5.10 -5.25(m, 2H,CH2); 5.80 -5.95(m,IH5CH); 6.95 (t, IH5NH); 8.15 (bs, IH5NH); 8.23 (s, lH,Aro.); 8.48 (s, lH,Aro.).

The chemical industry reduces the impact on the environment during synthesis 1160791-13-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/147431; (2009); 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. 13472-84-9, name is 3-Chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Chloro-2-methoxypyridine

General procedure: An oven-dried reaction flask, equipped with a reflux condenser was charged with heteroaryl chloride (1.0 mmol), 4-(N-Boc-N-methyl)aminopiperidine (1.3 equiv.), Pd(OAc)2 (3 mol%), DavePhos (3 mol%), t-BuONa (1.2 equiv.). The flask was sealed, and was evacuated and backfilled with argon for three times. Then 3 mL toluene was added to the system with a syringe. The reaction mixture was stirred at 120 C for 12 h. After cooling to the room temperature, the resulting residue was filtered through a plug of silica gel and washed with ethyl acetate. The mixture was then poured into water and extracted. The combined organic layers were washed with brine, dried over MgSO4, and filtered. The solvent was removed under vacuum. The residue was purified by flash column chromatography to afford the desired product.

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, 13472-84-9, 3-Chloro-2-methoxypyridine.

Reference:
Article; Zhang, Kena; Li, Hui; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng; Tetrahedron Letters; vol. 58; 20; (2017); p. 1976 – 1979;,
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. 135124-71-9, name is 5-(Hydroxymethyl)nicotinonitrile, the common compound, a new synthetic route is introduced below. name: 5-(Hydroxymethyl)nicotinonitrile

To a solution of 5-(hydroxymethyl)pyridine-3-carbonitrile (2 g, 14.91 mmol) in DCM (10 mL) was added hydrogen chloride in dioxane (4M, 5 mL) and concentrated. To the residue was added SOCl2(6.50 mL, 89.61 mmol) and stirred for 3 hr at 60 C. After cooling, toluene (200mL) was added and the mixture was filtered. The filtrate was adjusted to pH = 7 with sat. NaHCCh and extracted with DCM (3 x 50 mL). The organic phase was combined and dried over Na2S04and then concentrated under reduced pressure to give 5-(chloromethyl)pyridine-3- carbonitrile (l .7g, 74.72% yield) as a black solid.

The synthetic route of 135124-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARBUTUS BIOPHARMA, INC.; BI, Yingzhi; DORSEY, Bruce D.; FAN, Yi; MOORE, Christopher Brooks; NGUYEN, Duyan; (169 pag.)WO2019/191624; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 63996-36-1 , The common heterocyclic compound, 63996-36-1, name is 2-(4-Bromophenyl)pyridine, molecular formula is C11H8BrN, 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.

967 mg (4.10 mmoL) of Compound J, 759 mg (4.14 mmoL) of phenoxazine, 28 mg (0.123 mmoL) of Pd(OAc)2, 99 mg (0.492 mmoL) of P(t-Bu)3, and 569 mg (5.92 mmoL) of NaOt-Bu are dissolved in 40 mL of toluene, and the mixture is heated to 110 C., and the temperature is maintained until the reaction is terminated. When the reaction is terminated, the resultant is subjected to a work-up procedure and column chromatography to obtain Compound K (yield: 80%).

The synthetic route of 63996-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Yang, Hae Yeon; Son, Jun Mo; Ju, Won Jae; (34 pag.)KR101594129; (2016); B1;,
Pyridine – Wikipedia,
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. 884495-38-9, name is 6-Chloro-4-methylnicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 884495-38-9

General procedure: To a solution of Intermediate 47B (1.00g. 8.92 mrnol) and 6bromo4 methylnicotinonitrile (1.76 g, 8.92 mmol) in dioxane (20 mL) was added K2C03 (308 g. 22.30mmol) and XANTPHOS (1.03 g, 1.78 mmol) and the resulting reaction mixture was degassed with nitrogen for 5 minutes. Pd2(dha)3 (0.82 g, 089 mmol) was added and the resulting mixture was degassed again for 5 minutes then heated at 100 C for 16 h. The reaction mixture was cooled to ambient temperature, filtered t1i?ough Celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (Redisep40 g, 22. 5%MeOHDCM) to obtain Intermediate 47C (120 g, 59.0%) as a pale yellow solid. 1H NMR (300 MHz, DMSO-d6) ppm 2.57 (s. 3 H) 2.65 (t, J= 6.61 Hz, 2 H) 3.55 3.67 (m, 2 H) 4.71 (br. s., I H) 7.80 (s, I H) 7.96 (d, J= 0.76 Hz, I H) 8.47 (s, I H) 8.82 (s, I H). LCMS Qvlethod-D):retention time 086 mm, [M±ij 229.3.

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, 884495-38-9, 6-Chloro-4-methylnicotinaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100367-55-3, 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.100367-55-3, name is 5-Nitropicolinonitrile, molecular formula is C6H3N3O2, molecular weight is 149.11, as common compound, the synthetic route is as follows.

Step B: 5-Aminopicolinonitrile (21) [00384] A mixture of 5-nitropicolinonitrile (20, step A) (3 g, 20 mmol), Zn (6.5 g, 100 mmol) and H4C1 (10 g, 185 mmol) in EtOH (40 mL) was stirred for at room temperature for 2 h. The reaction was diluted with DCM (150 mL) and filtered; filtrate was concentrated and purified by silica gel column chromatography with petroleum ether/ ethyl acetate (3 : 1) to give the product (1 g, 42%) as a yellow solid. LC-MS: (M + H)+ 120.0

The chemical industry reduces the impact on the environment during synthesis 100367-55-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEW YORK UNIVERSITY; UNIVERSITY OF ALBANY; SCHMIDT, Ann, Marie; RAMASAMY, Ravichandran; SHEKHTMAN, Alexander; RAI, Vivek; MANIGRASSO, Michaele, B.; (179 pag.)WO2017/184547; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65873-72-5, 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 65873-72-5 as follows.

STR17 2 g of Raney nickel are added to 10.9 g (0.08 mol) of 6-methoxypyridine-3-aldehyde in 100 ml of ethanol, and the mixture is subsequently hydrogenated at 75 C. and 50 bar hydrogen pressure for 3 hours. For working up, the catalyst is filtered off and the filtrate is concentrated in vacuo. 11.1 g (100% of theory) of 2-methoxy-5-hydroxymethylpyridine are obtained as an oil which can be purified by distillation, of boiling point 85 C. to 88 C. at 0.6 mbar.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65873-72-5, its application will become more common.

Reference:
Patent; Bayer Aktiengesellschaft; US4990622; (1991); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 832735-60-1 , The common heterocyclic compound, 832735-60-1, name is 7-Bromo-[1,2,4]triazolo[4,3-a]pyridine, molecular formula is C6H4BrN3, 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 7-bromo-[1,2,4]triazolo[4,3-a]pyridine (930.9 mg, 4.70 mmol)And benzophenone imine (1.70g, 9.38mmol)Toluene (40 mL) suspension was addedPd2(dba)3 (217.7 mg, 0.24 mmol), BINAP (293.4 mg, 0.45 mmol)And t-BuONa (908.4 mg, 9.45 mmol).The reaction system was stirred at 100 C overnight.After the reaction,The reaction was quenched by the addition of water (50 mL).The resulting mixture was extracted with EtOAc (100 mL×3).The combined organic phases were washed with brine (100 mL).Dry over anhydrous sodium sulfate,Filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (MeOH/DCM (v/v) = 1 / 20).The title compound was obtained as a brown solid (1.66 g, yield 46.3%).

The synthetic route of 832735-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 20511-12-0, 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. 20511-12-0, name is 5-Iodopyridin-2-amine. A new synthetic method of this compound is introduced below.

B. 2-Amino-5-(methylthio)pyridine A suspension of Cu powder (9.0 g), NaOMe (34.5 g, 0.638 mol), methylthiol (0.642 mol), and 2-amino-5-iodopyridine (100 g, 0.455 mol) in 800 ml of MeOH is heated in an autoclave at 150 C. for 12 hours. After cooling, the reaction mixture is filtered, and the filtrate is evaporated in vacuo. The residue is partitioned between EtOAc and H2 O. The organic layer is separated, washed with H2 O, dried and evaporated in vacuo. Recrystallization from MeOH yields the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20511-12-0, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4221796; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1026796-81-5 ,Some common heterocyclic compound, 1026796-81-5, molecular formula is C7H7BrN2O, 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 2-methyl-6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)quinoline (2.5 g, 9.29 mmol) in a solvent mixture of 1 ,4-dioxane (25 mL) and water (14 mL), was added Cs2C03 (9.08 g, 27.9 mmol) followed by N-(4- bromopyridin-2-yl)acetamide (2.54 g, 1 1.15 mmol). Nitrogen gas was bubbled through the stirred suspension for 10 min and Pd(PPh3)4 (0.859 g, 0.743 mmol) was added and again nitrogen gas was bubbled through the stirred suspension for another 10 min. The reaction mixture was then heated at 100 C for 12 h. The reaction mixture was cooled to room temperature and diluted with water (15 mL). The mixture was extracted with ethyl acetate (3 x 150 mL). The combined organic layers were washed with brine (50 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography (Mobile phase: ethyl acetate in petroleum ether) to afford N-(4-(2-methylquinolin-6- yl)pyridin-2-yl)acetamide (1.7 g, 6.13 mmol, 66% yield). LCMS (ESI) m/e 278.2[(M+H)+, calcd for Ci7Hi6N30, 278.1]; LC/MS retention time (method E): tR = 1.68 min.

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. 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; MACOR, John E.; BRONSON, Joanne J.; DASGUPTA, Bireshwar; DZIERBA, Carolyn Diane; NARA, Susheel Jethanand; KARATHOLUVHU, Maheswaran Sivasamban; WO2015/116492; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem