Tag: M.W:100-200

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. 517918-95-5, name is 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile, molecular formula is C8H5N3, 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. Product Details of 517918-95-5

The compound obtained from Preparation Example 121 was dissolved in ethanol (100ml), and 6N sodium hydroxide (17ml, 102mmol) was added thereto. The mixture was stirred for 3 days at 100 and then distilled under reduced pressure. 1 N hydrochloride solution was added and the residue was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and filtered. Filtrate was distilled under reduced pressure and the residue was dissolved in tetrahydrofuran (400ml). 0.25M solution of diazomethane in diethyl ether (30ml, 7.5mmol) was slowly added dropwise. The mixture was stirred for 30 minutes at 0 and then distilled under reduced pressure to obtain the title compound (1.2g, 67%).

With the rapid development of chemical substances, we look forward to future research findings about 517918-95-5.

Reference:
Patent; LG LIFE SCIENCES LTD.; LEE, Sung Bae; PAEK, Seung Yup; YOON, Sook Kyung; YOON, Seung Hyun; CHOI, Jeung Soon; WO2014/73904; (2014); A1;,
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.944401-77-8, name is 2-Amino-4-fluoropyridine, molecular formula is C5H5FN2, molecular weight is 112.105, as common compound, the synthetic route is as follows.Safety of 2-Amino-4-fluoropyridine

To a solution of 2-amino-4-fluoropyridine (75.0 g, 0.67 mol) in dry acetonitrile (700 mL), N-bromosuccinimide (122.8 g, 0.69 mol) was added portion wise upon stirring and cooling in an ice-water bath. The reaction mixture was stirred at r.t. for 1 h. After evaporation under reduced pressure, the residue was thoroughly washed with water (3 x 300 mL), taken up by acetonitrile and evaporated under vacuum yielding the title compound as an off white solid (124 g, 97 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944401-77-8, 2-Amino-4-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki Peter; BROWN, Julien Alistair; DELIGNY, Michael; HEER, Jag Paul; JACKSON, Victoria Elizabeth; JADOT, Sophie; KROEPLIEN, Boris; MAC COSS, Malcolm; SABNIS, Yogesh Anil; SWINNEN, Dominique Louis Leon; VAN HOUTVIN, Nathalie; ZHU, Zhaoning; WO2015/86527; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6313-54-8, 2-Chloroisonicotinic acid, 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: 6313-54-8, blongs to pyridine-derivatives compound. Recommanded Product: 6313-54-8

To a mixture of 0.71 g of 2-amino-4-(trifluoromethyl)phenol, 0.63 g of 2- chloroisonicotinic acid and 7 ml of pyridine, 1.05 g of WSC was added and stirred while heating at 60C for four hours. The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. Water was added to the residue, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.77 g of 2-chloro-N-[2-hydroxy-5- (trifluoromethyl)phenyl]isonicotinamide.-NMR (DMSO-d6) delta: 10.12 (br s, IH), 8.62 (d, J=5.1 Hz, IH), 8.03-7.97 (m, 2H), 7.87 (dd, J=5.2, 1.3 Hz, IH), 7.46-7.43 (m, IH), 7.10 (d, J=8.2 Hz, IH)

The synthetic route of 6313-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49221; (2011); A1;,
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.14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.Safety of 4-Amino-2-chloropyridine

Under nitrogen protection, 2-chloropyridin-4-amine (301) (15 g, 0.116 mol, 1 eq) was dissolved in acetonitrile (200 mL) and heated to 70 C. in an oil bath, and then N-iodosuccinimide (NIS) (33 g, 0.139 mol, 1.2 eq) was added slowly. The reaction was stirred for 16 hours and cooled to room temperature. Saturated sodium thiosulfate solution was added until the reaction system turned to milk white. The pH of the reaction system was adjusted to 9-10 by an addition of saturated aqueous sodium carbonate solution and extracted with ethyl acetate (500 mL). The organic phase was separated which was washed with saturated brine (100 mL) twice, dried over anhydrous sodium sulfate, concentrated in vacuo and separated and purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=20/1) to obtain 2-chloro-5-iodopyridin-4-amine (23 g, yield: 78.1%). LCMS (ESI): m/z 255 [M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GUANGZHOU BEBETTER MEDICINE TECHNOLOGY CO., LTD.; CAI, Xiong; QIAN, Changgeng; LI, Junqi; QING, Yuanhui; WANG, Yanyan; XUE, Weicai; YOU, Huajin; (23 pag.)US2018/297995; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1008451-58-8, 4-Chloro-2-methoxynicotinaldehyde, 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, 1008451-58-8, blongs to pyridine-derivatives compound. SDS of cas: 1008451-58-8

A mixture of 4-chloro-3-formyl-2-methoxypyridine (0.43 g, 2.51 mmol), 4- Boc-aminopiperidine (0.7 g, 3.5 mmol), and DIEA (1.0 mL, 2.5 eq.) in ACN (14 mL) was stirred at 100 C for 40 min. After removal of the volatile solvent, the residue was purified by column chromatography to afford the title compound (0.84 g, 100%). MS (M+H)+: 336.5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1008451-58-8, its application will become more common.

Reference:
Patent; CRINETICS PHARMACEUTICALS, INC.; HAN, Sangdon; KIM, Sun Hee; ZHU, Yunfei; (149 pag.)WO2018/170284; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 82454-61-3, Adding some certain compound to certain chemical reactions, such as: 82454-61-3, name is 5-Ethynylpyridin-2-amine,molecular formula is C7H6N2, 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 82454-61-3.

To a stirring suspension of 310 mg (0.719 mmol) of 3-azido-N-(5-tert-butyl-3- methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamide in 2 mL of EtOH and 2 mL of water was added dropwise 4M NaOH until the mixture became homogeneous. A solution of 142 mg (0.719 mmol) of sodium ascorbate in 0.5 mL of water was added, followed by 100 mg (0.719 mmol) 2-amino-4-ethynyl pyridine in 1 mL of EtOH. Finally 0.72 mL of 0.1 M CuS04 was added, and the resulting mixture was stirred vigorously for 14 h. The mixture was then diluted with 40 mL of water and HOAc was added until a precipitate formed and the pH was about 6. The precipitate was filtered and washed with water and hexanes. The solids were chromatographed (0-5percent MeOH/0.5percent NH40H in CH2C12) to provide 321 mg (0.584 mmol ; 81percent) of the title compound. ESI MS nilz 548 [C27H3lN704S-H]-.

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. 82454-61-3, 5-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/90333; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 67815-54-7 ,Some common heterocyclic compound, 67815-54-7, molecular formula is C5H2F3N, 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.

INTERMEDIATE 27 3 ,5 -Difluoro-4-(3 -iodo- 1 H-pyrazol- 1 -vDpyridine To a solution of 3-iodopyrazole (0.70 g, 3.61 mmol), in DMSO (15.1 mL) was added sodium hydride (60% in oil, 0.159 g, 3.97 mmol) and stirred for 0.5 h before 3,4,5- trifluoropyridine (0.48 g, 3.61 mmol) was added. The reaction mixture was stirred at 90 C for 3 h. This was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 40 g, 0-30 % EtOAc in hexanes) to give 3,5-difluoro-4-(3-iodo- lH-pyrazol-l-yl)pyridine, as a white solid. LCMS calc. = 307.94; found = 307.92 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.53 (s, 2 H); 7.65 (dd, J= 3.9, 2.3 Hz, 1 H); 6.72 (d, J= 2.5 Hz, 1 H).

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. 67815-54-7, 3,4,5-Trifluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16478-52-7 ,Some common heterocyclic compound, 16478-52-7, molecular formula is C7H7NO3, 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.

starting from 1.6 g of 3-methoxy-2-pyridinecarboxylic acid there was obtained t-butyl [2-(3-methoxypyridine-2-carboxamido)ethyl]carbamate, m.p. 115°;

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. 16478-52-7, 3-Methoxypicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US4764522; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 951624-83-2, 5-(Trifluoromethyl)nicotinonitrile, 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, HPLC of Formula: C7H3F3N2, blongs to pyridine-derivatives compound. HPLC of Formula: C7H3F3N2

(Reference Example 117) 6-Chloro-5-(trifluoromethyl)pyridine-3-carbonitrile[0812] Urea hydrogen peroxide (0.815 g, 8.66 mmol) and trifluoroacetic anhydride (1.15 mL, 8.24 mmol) were added to a solution of 5-(trifluoromethyl)pyridine-3-carbonitrile (compound described in the pamphlet of WO2009/42694, 0.71 g, 4.12 mmol) in dichloromethane (10 mL), and the mixture was stirred overnight. A 10% sodium thiosulfate aqueous solution was added to the reaction solution, followed by extraction with dichloromethane twice. The organic layer was washed with brine and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [elute: hexane/ethyl acetate = 88/12 – 0/100 (gradient)] to obtain a product. [0814] A solution of the obtained product in phosphoryl chloride (10 mL) was stirred at 70C for 2 hours and further for 2 hours under reflux. The reaction solution was poured to ice, followed by extraction with dichloromethane twice. Combined organic layers were washed with brine and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [elute: hexane/ethyl acetate = 99/1 – 90/10 (gradient)] to obtain the title compound (62 mg, yield: 7%).[0815] 1H-NMR (CDCl3) delta: 8.86 (1H, d, J = 2 Hz), 8.28 (1H, d, J = 2 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,951624-83-2, 5-(Trifluoromethyl)nicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Daiichi Sankyo Company, Limited; KOBAYASHI, Hideki; OHKAWA, Nobuyuki; TAKANO, Daisuke; KUBOTA, Hideki; ONODA, Toshio; KANEKO, Toshio; ARAI, Masami; TERASAKA, Naoki; EP2862861; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 10366-35-5, 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. 10366-35-5, name is 2-Chloronicotinamide, molecular formula is C6H5ClN2O, 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 an aqueous solution of Na2Se2 (prepared from selenium metal (1.00 g, 12.66 mmol) and NaBH4 (434 mg, 11.47 mmol) in 60 ml distilled water) was added a solution of 2-chloro-3-nicotinamide (2.00 g, 12.77 mmol) with stirring under a nitrogen atmosphere. The reaction mixture was refluxed for 2 h with stirring. After cooling to room temperature, product was extracted with a chloroform-methanol (3:1 ratio) mixture. The organic phase was separated, washed with sodium bicarbonate solution followed by water, dried over anhydrous sodium sulphate, and filtered. The filtrate was concentrated under vacuum and the residue was column chromatographed with chloroform-methanol (90:10) mixture. The solution on evaporation afforded yellow powder (yield 216 mg, 8%; due to degradation during column purification product yield was significantly reduced), m.p. 126-128 C. Anal. for C12H10N4O2Se2; Calcd: C, 36.02; H, 2.52; N, 14.00%. Found C, 34.64; H, 2.73; N, 13.47%. UV-vis (in MeOH) (lambdamax in nm): 326, 402. IR in KBr (upsilon cm-1): 3250 (NH2), 1671 (CO). 1H NMR (dmso-d6) delta: 7.28 (d, d, 6 Hz, CH-5, py); 8.35, 7.84 (NH2); 8.16 (d, 7.5 Hz, py); 8.49 (d, 5 Hz, py); 13C{1H} NMR (dmso-d6) delta: 119.7, 128.1 (C-Se),135.5, 151.5, 160.5 (C-3, py); 168.2 (CO). 77Se{1H} NMR (dmso-d6) delta: 525 ppm. Mass (m/z): 400 (M+).

According to the analysis of related databases, 10366-35-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Parashiva Prabhu; Phadnis, Prasad P.; Wadawale, Amey P.; Indira Priyadarsini; Jain, Vimal K.; Journal of Organometallic Chemistry; vol. 713; (2012); p. 42 – 50;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem