Tag: 112372-15-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of furo[2,3-c]pyridine-2-carboxylic acid (65 mg, 0 40 mmol, 1.47 equiv), HOBt (50 mg, 0.37 mmol, 1 .36 equiv), EDCI (80 mg, 0.42 mmol, 1.53 equiv), DIPEA (129 mg, 1 .00 mmol, 3.67 equiv), and 4-(1-isobutyl-piperidine-4-sulfiny])-benzylamine (80 mg, 0.27 mmol, 1 00 equiv) in DMF (3 mL) was stirred for 30 min at rt. The reaction mixture was diluted with 30 mL of ethyl acetate then washed with 2×10 mL of water and 1 10 mL of brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was first purified on a silica gel column eluted with dichloromethane/methanol (1:10) and the partially purified product was further purified by preparative HPLC with the following conditions (IntelFlash- 1 : Column, C18 column, mobile phase, wateracetonitrile = 1:20 increasing to water:acetonitrile = 1: 10 within 2 hr; Detector, UV 254 nm) to give 10 mg (8%) of the title compound as a white solid. LC/MS (Method I, ESI): RT= 1.06 min, m/z = 440.0 [M+H] + . 1H NMR (300 MHz, DMSO-d6) delta 9.55 (t, J = 6.0 Hz, 1 H), 9.01 (s, 1 H), 8.43 (d, J = 5.1 Hz, 1 H), 7.78 (dd, 7 = 5.1 , 0.9 Hz, 1 H), 7.62 (s, 1 H), 7.53 (d, J = 8.4 Hz, 2H), 7.48 (d, J = 8.4 Hz, 2H), 4.52 (d, = 6.3 Hz, 2H), 2.78-2.70 (m, 2H), 2.68-2.61 (m, 1 H), 1 .93- 1 .91 (m, 2H), 1 .84-1 .75 (m, 4H), 1 .67-1 .47 (m, 2H), 1 .39-1 .31 (m, 1 H), 0.76 (d, J = 6.3 Hz, 6H)., 112372-15-3

The synthetic route of 112372-15-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 6. A solution of furo[2,3-c]pyndine-2-carboxylic acid (35 mg, 0.21 mmol, 1 . 10 equiv), [5-(oxane-4-sulfonyl)pyridin-2-yl]methanamine (50 mg, 0.20 mmol, 1 00 equiv). EDC1 (74.6 mg, 0 39 mmol, 1 .99 equiv), tricthylamine (59 2 mg, 0 59 mmol, 3.00 equiv), and HOBt (31 6 mg, 0.23 mmol, 1 .20 equiv) in DMF (5 mL) was stirred overnight at rt. The reaction mixture was diluted with 50 mL of water The resulting solution was extracted with 3×50 mL of ethyl acetate. The combined organic layers was washed with 3×100 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 (80: 1 to 40: 1 ) to give 3.3 mg (4%) of the title compound as an off-white solid. 1HNMR (300 MHz, CD3OD) delta 8.99-8.97 (m, 2H), 8.47-8.45 (d, = 5.4 Hz, 1H), 8.27-8.24 (dd, = 2.4, 8.4 Hz, 1H), 7.86-7.84 (dd, J = 0.9, 5.4 Hz, 1H), 7.72-7.69 (d, J = 8.4 Hz, 1H), 7.63 (s, HI), 4.03 -3.98 (m, 2H), 3 54-3 37 (m, 5H), 1 88- 1 66 (m, 4H) LC MS (Method A, ESI): RT = 1.22 min, m/z = 402.0 [M+H] .

112372-15-3 Furo[2,3-c]pyridine-2-carboxylic acid 13803072, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

112372-15-3, Furo[2,3-c]pyridine-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4. A solution of furo[2,3-c]pyridine-2-carboxylic acid (60 mg, 0.37 mmol, 1 .16 equiv) EDCI (70 mg, 0.37 mmol, 1 .1 5 equiv), HOBt (45 mg, 0.33 mmol, 1 .05 equiv), and triethylamine (0.5 mL) in DMF (4 mL) was stirred for 10 min at rt. (5-[[3-(Trifluoromethyl)benzene] sulfonyl] pyridin-2-yl)methanamine ( 100 mg, 0.32 mmol, 1 00 equiv) was then added and the reaction mixture was stirred overnight at rt. The resulting solution was diluted with 120 mL of ethyl acetate and washed with 2×100 mL of water. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column with ethyl acetate/petroleum ether ( 1 : 1 – 1 :9) to give 46.4 mg (32%) of the title compound as a light yellow solid. 1HNMR (300 MHz, DMSO-d6) delta 9.59 (t, J= 6.0 Hz, 1H), 9.15 (d, J= 1.8 Hz, 1H), 9.03 (s, 1H), 8.38 (m, 2H), 8.31 (m, 2H), 8.07 (d, J = 8.1 Hz, 1H), 7.79 (m, 2H), 7.57 (m, 2H), 4.62 (d, J= 6.0 Hz, 2H). LC/MS (Method F, ESI): RT= 1.44 min, m/z – 462.0 [M+H]+.

112372-15-3 Furo[2,3-c]pyridine-2-carboxylic acid 13803072, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

112372-15-3, Furo[2,3-c]pyridine-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4. A solution of furo[2,3-c]pyndine-2-carboxylic acid (120 mg, 0.74 mmol, 1.48 equiv), 4-(6-methyl-pyridine-3-suIfonyl)-benzyIamine ( 130 mg, 0.50 mmol, 1.00 equiv), EDCI (125 mg, 0.65 mmol, 1 .32 equiv), HOBt (90 mg, 0.67 mmol, 1.34 equiv), and diisopropylethylamine (0.5 mL) in DMF (5 mL) was stirred overnight at rt. After the reaction completed, the resulting solution was diluted with 100 mL of DCM. The mixture was washed with 2×30 mL of water and 2×30 mL of brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was then purified on a silica gel column eluted with DCM/MeOH (93 :7) to give 0.045 g (22%) of the title compound as a white solid. LC/MS (Method C, ESI), RT= 1 .70 min, m/z = 407.8 [M+H]+. 1G NMR (300 MHz, DMSO-d6) 6 9.60 (t, J = 6 0 Hz, 1 H), 9.05 (s, 1 H), 8.97 (d, J = 2.1 Hz, l H), 8.97 (d, J = 5.1 Hz, 1 H), 8.19 (dd, J = 8.1 Hz, J = 2.4 Hz, 1 H), 7.97 (d, J = 8.4 Hz, 2H), 7.81 (d, J = 4.8 Hz, 1 H), 7.64 (s, 1 H), 7.57 (d, J = 8.4 Hz, 2H), 7.47 (d, J = 8.4 Hz, 1 H), 4.55 (d, J = 6.0 Hz, 2H), 2.54 (s, 3H).

The synthetic route of 112372-15-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/127268; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

e. methyl 3-(4-((furo[2.,3-clpyridine-2- carboxamido)methyl)phenylsulfonyl)propanoate:A 25-mL RBF equipped with a magnetic stir bar was charged with furo[2,3- c]pyridine-2-carboxylic acid (135 mg, 0.828 mmol), methyl 3-(4- (aminomethyl)phenylsulfonyl)propanoate hydrochloride (243 mg, 0.828 mmol), EtOH (Volume: 2.7 ml), N-METHYLMORPHOLINE (0.218 ml, 1.986 mmol), and finally EDC (190 mg, 0.993 mmol). The reaction mixture was stirred at rt. LCMS after 75 min shows some conversion, with longer-retaining by-product also forming. LCMS after 3 h shows some more conversion, but not significant. After 3.5 h, HOBT (6.34 mg, 0.041 mmol) was added. LCMS, 75 min after HOBT addition, not much different. LCMS after overnight not much different. The reaction mixture was slowly diluted with water (8.1 mL). The resulting slurry was stirred at rt for 1 h, then filtered on a 30-mL, medium frit, glass Buchner funnel. The solid was washed with water and dried under suction and a positive pressure of nitrogen to yield methyl 3-(4-((furo[2,3-c]pyridine-2- carboxamido)methyl)phenylsulfonyl)propanoate (0.12 g, 0.298 mmol, 36.0 % yield) as a slightly off- white fluffy powder.1H NMR (400 MHz, DMSO-d6): delta 9.67 (t, J = 6.1 Hz, 1H), 9.05 (s, 1H), 8.47 (d, J = 5.2 Hz, 1H), 7.85 (d, J = 8.4 Hz, 2H), 7.82 (dd, J = 5.3, 1.1 Hz, 1H), 7.65 (d, J = 0.8 Hz, 1H), 7.60 (d, J = 8.4 Hz, 2H), 4.59 (d, J = 6.1 Hz, 2H), 3.53 (t, J = 7.2 Hz, 2H), 3.49 (s, 3H), 2.59 (t, J = 7.2 Hz, 2H) ppm.ESMS: 403.03 (M+l)

The synthetic route of 112372-15-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORMA THERAPEUTICS, INC.; GENENTECH, INC.; BAIR, Kenneth, W.; BAUMEISTER, Timm; BUCKMELTER, Alexandre, J.; CLODFELTER, Karl, H.; DRAGOVICH, Peter; GOSSELIN, Francis; HAN, Bingsong; LIN, Jian; REYNOLDS, Dominic J.; ROTH, Bruce; SMITH, Chase, C.; WANG, Zhongguo; YUEN, Po-Wai; ZHENG, Xiaozhang; WO2012/31197; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem