Tag: M.W:100-200

Related Products of 89937-77-9, 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 89937-77-9 as follows.

Step 1 4-Hydroxymethyl-1H-pyridin-2-one 2-Oxo-1,2-dihydropyridine-4-carboxylic acid methyl ester (1.8 g, 12.2 mmol), prepared as described in J. Org. Chem., 26, 428 (1961), was suspended in THF(100 ml). A small amount of DMF was added to help increase solubility. LiBH4 (61 mmol) was added and the reaction was stirred for 18 hours at room temperature. MeOH and H2 O are added to quench the reaction. The reaction is then concentrated to yield a yellow oil. Flash chromatography (5% MeOH/CHCl3 to 20% MeOH/CHCl3) yielded 4-hydroxymethyl-1H-pyridin-2-one as a white solid. 1 H NMR (400 MHz, CD3 OD) delta 7.38-7.36 (1H,d); 6.56 (s, 1H); 6.37-6.36 (d, 1H); 4.50 s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89937-77-9, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US6093737; (2000); A;,
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 6937-03-7, name is Methyl 2-aminoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H8N2O2

Methyl 2-aminopyridine-4-carboxylate (2 g, 13.14 mmo 1, 1.00 equiv) wasdissolved in tert-butano 1 (20 mL) after which di-tert-butyl dicarbonate (4.02 g, 18.42mmol, 1.40 equiv) was added. The reaction mixture was agitated at 60C overnight then the reaction was halted through the addition of an aqueous 1M NaHCO3 solution (50 mL). The solid was recovered by filtration, washed with 50 mL of EtOH then dried in vacuo to yield 2.5 g (75 %) of compound 2E in the form of a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 6937-03-7.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174060; (2014); A1;,
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Synthetic Route of 18615-86-6 ,Some common heterocyclic compound, 18615-86-6, molecular formula is C6H7NO, 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 4-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy)-2-methylpyridine 2-Methylpyridin-4-ol (60 mg, 0.55 mmol) was dissolved in anhydrous N,N-dimethylformamide (10 mL), and potassium carbonate (75.5 mg, 0.55 mmol) and (3R,4aR,6aS,7R,10bR)-7-(2-bromoethyl)-3-cyclopentyl-6a,10b-dimethyl-8-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin (150 mg, 0.37 mmol) were successively added to the reaction solution and stirred overnight at 60 C. The reaction solution was cooled and extracted with dichloromethane (30 mL). The organic layer was washed with water (10 mL*3), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure and then separated by column chromatography to give 4-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy)-2-methylpyridine 319 (80 mg, yield: 50%). MS m/z (ESI): 440.8 [M+1] 1H NMR (400 MHz, CDCl3) 8.31 (d, J=6.0 Hz, 1H), 6.67-6.64 (m, 1H), 4.91 (s, 1H), 4.63-4.60 (m, 2H), 4.10-3.88 (m, 3H), 3.53-3.45 (m, 2H), 2.54 (s, 3H), 2.46-1.56 (m, 18H), 1.55 (s, 3H), 1.39-1.27 (m, 3H), 0.81 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18615-86-6, its application will become more common.

Reference:
Patent; Heilongjiang Zhenbaodao Pharmaceutical Co., Ltd.; MEDSHINE DISCOVERY INC.; HE, Haiying; JIANG, Zhigan; XIA, Jianhua; WANG, Jing; HAN, Lixia; LAN, Lihong; ZHOU, Hui; LAI, Kunmin; CHEN, Shuhui; US2018/346438; (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. 54903-50-3, name is 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine, molecular formula is C7H9NS, 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. name: 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine

To a stuffing solution of 4,5,6,7-tetrahydrothieno[3,2-c]pyridine (5.6 g, 40.3 mmol), and Et3N (6.1 g, 60.4 mmol) in MeOH (100 mL) was added Boc2O (10.5g, 48.4 mmol) in 30 mm at 0 C. The mixture was stuffed at 20 C for 16 hours. The reaction mixture was concentrated after the starting material was consumed and the residue re-dissolved in DCM, the organic solution washed with water and aq. HC1 (0.5 M), the organic phases was dried and concentrated to give 8.9 g (yield: 92.4%) of tert-butyl 6,7-dihydrothieno[3,2-c]pyridine- 5(4H)-carboxylate as white solid. ?H NMR (400MHz, CDC13) (ppm): 7.14 (d, 1=5.0 Hz, 1H), 6.81 (d, 1=5.0 Hz, 1H), 4.52 (br. s, 2H), 3.75 (br. s, 2H), 2.87 (br. s, 2H), 1.51 (s, 9H). LCMS (mlz): 240.2 [M+H]

With the rapid development of chemical substances, we look forward to future research findings about 54903-50-3.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; SHAPIRO, Gideon; (393 pag.)WO2015/200677; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 875781-17-2 , The common heterocyclic compound, 875781-17-2, name is 5-Bromo-1H-pyrazolo[3,4-b]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.

A mixture of 5-bromo-1H-pyrazolo[3,4-b]pyridine (99 mg, 0.5 mmol), bis(pinacolato)diboron (152mg, 0.6 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) (36.5 mg, 0.05 mmol) and potassium acetate (98 mg, 1 mmol) in 1,4-dioxane (5 mL) was degassed and stirred at 100 C under Argon atmosphere for 3 hrs. To the reaction mixute was added compound 8b (100 mg, 0.31 mmol), potassium carbonate (276 mg, 2 mmol) and water (1 mL). The resulting mixture was degassed and stirred at 100 C under Argon atmosphere for 3 hrs. The reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium water 600:10:1, v/v) to give the title compound 9i (50 mg, 28% yield for two steps) as a yellow solid.

The synthetic route of 875781-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lin, Songwen; Han, Fangbin; Liu, Peng; Tao, Jing; Zhong, Xuechao; Liu, Xiujie; Yi, Chongqin; Xu, Heng; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 790 – 793;,
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.88912-27-0, name is 3-Chloroisonicotinic acid, molecular formula is C6H4ClNO2, molecular weight is 157.55, as common compound, the synthetic route is as follows.Product Details of 88912-27-0

A mixture of 0.35 g of 2-amino-4-trifluoromethoxy phenol, 0.29 g of 3- chloroisonicotinic acid, 1.04 g of (benzotriazole-l-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (hereinafter, referred to as a BOP reagent), 0.24 g of triethylamine and 5 ml of DMF was stirred at room temperature for two hours. Water was added to the reaction mixture, precipitated solid was collected by filtration. The resultant solid was dissolved in ethyl acetate. Then, the organic layer was washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.The residue was subjected to silica gel column chromatography to give 0.43 g of 3-chloro- N-[2-hydroxy-5-(trifluoromethoxy)phenyl]isonicotinamide.-NMR (DMSO-d6) delta: 10.37 (br s, 1H), 10.15 (br s, 1H), 8.75-8.73 (m, 1H), 8.64-8.61 (m, 1H), 8.04-8.01 (m, 1H), 7.63-7.60 (m, 1H), 7.07-7.02 (m, 1H), 6.98-6.94 (m, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88912-27-0, 3-Chloroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49220; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 107504-08-5, Adding some certain compound to certain chemical reactions, such as: 107504-08-5, name is 5-Fluoro-2-picolinic acid,molecular formula is C6H4FNO2, 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 107504-08-5.

In the ice bath,To a solution of 5-fluoro-2-pyridinecarboxylic acid (10 g) in methanol was slowly added dropwise thionyl chloride (10.3 mL).Dripping is completed.After moving to 80C for 8 hours,Cool to room temperatureMethanol was distilled off under reduced pressure.Diluted with ethyl acetate,In the ice bath,Saturated sodium bicarbonate solution was added to the reaction mixture,Adjust pH = 8 or so.Extract with ethyl acetate,The combined organic phases are washed with saturated brine,Dried over anhydrous sodium sulfate,Filter and concentrate the filtrate in vacuoThe residue was separated by silica gel column chromatography to give the title compound (9.895 g).

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. 107504-08-5, 5-Fluoro-2-picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Beijing Sai Lintai Pharmaceutical Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; Zhu Li; Hu Yuandong; Dai Liguang; Yang Yanqing; Duan Xiaowei; Yang Zhao; Wu Wei; Sun Yinghui; Han Yongxin; Peng Yong; Luo Huiyan; Luo Hong; Yang Ling; Xu Hongjiang; Guo Meng; Zhong Zhaobo; Wang Shanchun; (102 pag.)CN108003161; (2018); A;,
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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 55758-32-2, name is 6-Fluoropyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Fluoropyridin-3-ol

Preparation 17; 2-Fluoro-5-methoxymethoxy -pyridine; Add 6-fluoro-pyridin-3-ol (3.5 g, 30.95 mmol) to a suspension of sodium hydride (1.49 g, 37.14 mmol) in dimethylformamide (20 mL). Stir the mixture for 1 hour. Add chloromethyl methyl ether (2 g, 25.0 mmol). Stir the mixture at room temperature overnight. Dilute the mixture with ethyl acetate and water. Wash the organic layer with water and saturated aqueous sodium chloride. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to brown oil. Purify by column chromatography (10 % ethyl acetate in hexane) to afford the title compound (4.30 g, 88.4 %) as yellow oil. 1H NMR (400 MHz, CDCl3) delta 3.48 (s, 3H), 5.15 (s, 2H), 6.85 (dd, J= 3.6 Hz, J= 8.8 Hz, IH), 7.47 (m, 1 H), 7.96 (m, IH).

With the rapid development of chemical substances, we look forward to future research findings about 55758-32-2.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/76705; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 98400-69-2, 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. 98400-69-2, name is 4-(Boc-Amino)pyridine, molecular formula is C10H14N2O2, 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 stirred solution of BL (12 g, 0.06 mol) in dry THF (200 mL) under inert atmosphere was added n-butyl lithium (79.12 mL, 0.18 mol) at -78 C. The reaction was warmed to 0 C and stirred for 30 min. Carbon dioxide gas was added to the reaction mass at -78 C for 1 h, then at RT for 1 h. The reaction was monitored by TLC. After complete consumption of the starting material, the reaction mass was diluted with water (200 mL) and washed with diethyl ether (2×150 mL). The aqueous layer was acidified with citric acid to pH~4. The obtained solid was filtered and dried under vacuum to afford BM (5.1 g, 35%) as a white solid. *H NMR (400 MHz, DMSO-i: delta 11.76 (br s, 1H), 8.96 (s, 1H), 8.52 (d, / = 15.0 Hz, 1H), 8.22 (d, / = 15.0 Hz, 1H), 1.49 (s, 9H).

According to the analysis of related databases, 98400-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; YATES, Christopher, M.; RAFFERTY, Stephen, W.; WO2014/117090; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 139022-25-6 , The common heterocyclic compound, 139022-25-6, name is Imidazo[1,2-a]pyridine-6-carboxylic acid, molecular formula is C8H6N2O2, 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.

[0227] Step 5A. (R)-N- [[4-(3 ,5-difluorophenyl)sulfinylphenyll methyll imidazo [1,2- alpyridine-6-carboxamide. A solution of imidazo[1,2-a]pyridine-6-carboxylic acid (100 mg, 0.62 mmol, 1.50 equiv), EDCI (94.7 mg, 0.49 mmol, 1.20 equiv), HOBt (67 mg, 0.50 mmol,1.20 equiv), and diisopropylethylamine (160 mg, 1.24 mmol, 3.00 equiv) in DMF (10 mL) was stirred at 25 C for 30 mi [4-[(R)-(3,5-Difluorobenzene)sulfinyl]phenyl]methanamine (110 mg, 0.41 mmol, 1.00 equiv) was then added and the resulting solution was stirred for 12 h at 25 C. The reaction mixture was quenched with 50 mL of water. The resulting mixture was extracted with 2×50 mL of dichloromethane. The combined organic layers were washed with lxi 00 mL of brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified on a silica gel column eluted with dichloromethane/methanol (100/5) to give 35 mg (2 1%) of the title compound as a white solid. Chiral HPLC, Column: CHIRALPAK AD-H, Column size: 0.46*25 cm, 5 um, Mobile phase: Hexane/EtOH = 50/50 (0.1% TEA), Flow: 1.0 mL/min, Pressure: 5.0 MPa, Detector: UV-254 nm, Temperature: 25C, RT = 11.4 mi LC/MS (Method B, ESI): RT = 1.98 mi m/z = 412.1 [M+Hf?. ?H NMR (400 MHz, CD3OD) oe 9.04 (s, 1H), 7.96 (s, 1H),7.75 (d, J = 8.4 Hz, 2H), 7.71 (s, 1H), 7.66 (s, 1H), 7.59 (m, 3H), 7.35 (d, J = 4.8 Hz, 2H),7.10 (m, 1H), 4.66 (s, 2H). ?9F NMR (400 MHz, CD3OD) oe: -108.1.

The synthetic route of 139022-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; GOSSELIN, Francis; ZAK, Mark; ZHENG, Xiaozhang; WO2013/130935; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem