Category: 112372-15-3

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

To a flask containing furo[2,3-c]pyridine-2-carboxylic acid (2.50 g, 1 .8 mmol), was added thionyl chloride (20 ml), followed by a few drops of DMF. The reaction mixture was heated at 85 C for 2 h. The mixture was then cooled to rt and concentrated under vacuum. The crude furo[2,3-c]pyridine-2-carbonyl chloride was suspended in methylene chloride (30 mL), then treated with a solution of benzylamine (1 .35 ml, 12.4 mmol) and triethylamine (4.81 mL, 27 5 mmol) in methylene chloride (10 mL). The reaction mixture was stirred at rt for 24 h and then washed with a saturated solution of aqueous sodium bicarbonate, dried over MgSO. , and concentrated to dryness under vacuum to give the crude title product as yellow solid (3.60 g, 1 00%). NMR (400 MHz, DMSO-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.

A solution of tert-butyl 4-[6- (aminomethyl)pyridine-3 -sulfonyl]piperidine-1-carboxylate (90 mg, 0 25 mmol), furo[2,3-c]pyridine-2-carboxylic acid (49.5 mg, 0.30 mmol, 1 .20 equiv), EDCI (96 mg, 0.49 mmol), HOBt (5 1 mg, 0.37 mmol), and triethylamine (77 mg, 0.75 mmol, 3.01 equiv, 98%) in DMF (1 mL) was stirred overnight at rt. The reaction was then quenched by the addition of 1 0 mL of water and the resulting solution was extracted with 3×20 mL of ethyl acetate. The combined organic layers was washed with 2×20 mL of water, dried over anhydrous sodium sulfate, and concentrated under vacuum to give 1 04 mg (84%) of tert-butyl 4-[6-([furo[2,3-c]pyridin-2- ylformamido]methyl)pyridine-3-sulfonyl]piperidine-1-carboxylate as a yellow oil. LC MS (Method F, ESI): RT = 1 . 1 5 min, w z = 501 .0 [M+H], 112372-15-3

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

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

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.

Example 38 Synthesis of (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)furo[2,3-c]pyridine-2-carboxamide To a stirred solution of furo[2,3-c]pyridine-2-carboxylic acid (0.050 g, 0.30 mmol, 1.0 equiv) in DMF (10 mL), was added (S)-4,4-difluoro-1-glycylpyrrolidine-2-carbonitrile 4-methylbenzenesulfonate (0.110 g, 0.30 mmol, 1.0 equiv), HOBt (0.049 g, 0.36 mmol, 1.2 equiv) and EDC.HCl (0.069 g, 0.36 mmol, 1.2 equiv). The mixture was allowed to stir at RT for 10 min. Triethyl amine (0.1 mL) was added and the mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS and TLC. The reaction mixture was diluted with water and extracted with ethyl acetate (50 mL*2). Combined organic extracts were washed with water (20 mL*4), dried over anhydrous Na2SO4 and concentrated. The crude product obtained was purified by reverse phase HPLC to obtain (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)furo[2,3-c]pyridine-2-carboxamide (0.020 g, 19% Yield) as a white solid. LCMS 335 [M+H]+ 1H NMR (DMSO-d6, 400 MHz) delta (br. s., 1H), 9.09 (s, 1H), 8.49 (d, J=5.3 Hz, 1H), 7.84 (d, J=5.3 Hz, 1H), 7.69 (s, 1H), 5.11 (d, J=9.6 Hz, 1H), 4.25-4.39 (m, 1H), 4.04-4.22 (m, 3H), 2.72-3.00 ppm (m, 3H)., 112372-15-3

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

Reference£º
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); 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

To a solution of trans-N-(4-aminocyclohexyl)-2-(4-chloro-3-fluorophenoxy)acetamide (0.200 g, 0.6 mmol, 1.0 equiv) in DMF (10 mL) was added furo[2,3-c]pyridine-2-carboxylic acid (0.108 g, 0.6 mmol, 1.0 equiv) and HATU (0.456 g, 1.2 mmol, 2.0 equiv) at RT. The reaction mixture was stir for 10 min. DIPEA (0.31 mL, 1.8 mmol, 3.0 equiv) was added and the resultant reaction mixture continued stirring at RT for overnight. Product formation was confirmed by LCMS. The reaction mixture was diluted with water (50 mL) and extracted with ethyl acetate (100 mL¡Á2). Combined organic extracts were washed with water (50 mL¡Á4), dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain crude which was purified by reversed phase HPLC to obtain trans-N-(4-(2-(4-chloro-3-fluorophenoxy)acetamido)cyclohexyl)furo[2,3-c]pyridine-2-carboxamide (Compound 24-90 mg, 30% Yield) as an off white solid. LCMS: 446 [M+H]+; 1HNMR (400 MHZ, DMSO-d6) delta 9.04 (s, 1H), 8.79 (d, J=7.9 Hz, 1H), 8.47 (d, J=5.3 Hz, 1H), 8.01 (d, J=8.3 Hz, 1H), 7.81 (d, J=5.3 Hz, 1H), 7.60 (s, 1H), 7.50 (t, J=9.0 Hz, 1H), 7.13-7.00 (m, 1H), 6.86 (d, J=8.3 Hz, 1H), 4.51 (s, 2H), 3.78 (br. s., 1H), 3.63 (br. s., 1H), 1.82 (d, J=16.2 Hz, 4H), 1.57-1.30 (m, 4H).

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; Praxis Biotech LLC; BERNALES, Sebastian; DELGADO OYARZO, Luz Marina; NUNEZ VASQUEZ, Gonzalo Esteban; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; CHAKRAVARTY, Sarvajit; US2019/177310; (2019); 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

A solution of [5-[4-(pyrrolidin-1-yl)piperidine-l -sulfonyl]pyridin-2-yl]methanamine (72 mg, 022 mmol, 1.00 equiv), furo[2,3-c]pyridine-2-carboxylic acid (40 mg, 0,25 mmol, 1.10 equiv), EDCI (85 mg, 0.44 mmol, 2.00 equiv), HOBt (36 mg, 0.27 mmol, 1.20 equiv), and tnethylamine (67.3 mg, 0.67 mmol, 3.00 equiv) in DMF (10 mL) was stirred for 1.5 h at rt. The reaction was then quenched by the addition of 50 mL of water and the resulting solution was extracted with 3×50 mL of ethyl acetate. The combined organic layers were washed with 3×100 mL of brine, dried over anhydrous sodium sulfate, and then concentrated under vacuum. The residue was purified on a silica gel column eluted with dichloromethane/methanol (50: 1 to 20: 1 ) to give 143 mg ( 14%) of the title compound as a light yellow solid LC MS (Method H, F.SI): RT = 101 min, m z = 470.0 [M+H] ‘ . 1HNMR (400 MHz, DMSO-d6) 5969-9.65 (t, J = 6 Hz, 1H), 9.08 (s, 1H), 8.85-8.84 (d,J= 2.1 Hz, 1H), 8.50-8.48 (d,J = 5.1 Hz, 1H), 8.15-8.11 (dd, J= 2.4, 8.4 Hz, 1H), 7.85-7.83 (d, J=5.1 Hz, 1H), 7.69-7.62 (d, J = 8.1 Hz, 2H), 4.72- 4.70 (d, J = 60 Hz, 2H), 3.50-3.47 (d, J=96 Hz, 2H), 2.50-249 (m, 6H), 2.05-2.01 (m, 1H), 1.87-1.84 (d, J = 108Hz,2H), 1.62 (s,4H), 1.45-1.38 (m, 2H)., 112372-15-3

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

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

To a suspension of furo[2,3-c] pidine-2-carboxylic acid (0.030 g, 0.47 1 mmol), 5-((2- (pidin-3 -yl) phenoxy) methyl)-4, 5 -dihydroisoxazol-3 -yl) methanamine dihydrochloride (¡À) (0.050 g, 0.156 mmol) in N,N-dimethylformamide (2 mL) wasadded BOP reagent (0.076 g, 0.172 mmol) and N,N-diisopropylethylamine (0.200 mL,1.286 mmol) at -5C under nitrogen atmosphere. Reaction mixture was stirred at room temperature for 14 h. The reaction mixture was poured onto ice water, extracted with ethyl acetate (2 x 15 mL). The combined ethyl acetate layer was washed with water, brine solution (2 x 5 mL). The organic phase was dried over sodium sulfate and concentrated under reduced pressure to give a residue. The residue was purified bycolumn chromatography (methanolldichloromethane = 4/96) to give the titled compound(0.012 g, 21%) as a solid. HPLC: 94.23 %; LCMS: m/z 430.2 [M+2] 1H NMR (400MHz, Chloroform-d) 8.88 (s, 1H), 7.72 – 7.52 (m, 5H), 7.48 (s, 1H), 7.21 – 7.07 (m,3H), 6.76 (td, J= 7.5, 1.1 Hz, 1H), 6.67 (d, J= 8.1 Hz, 1H), 4.99 (ddt, J= 10.7, 7.3, 4.0Hz, 1H), 4.45 (dd, J = 17.2, 5.8 Hz, 1H), 4.32 (dd, J = 17.2, 5.3 Hz, 1H), 3.36 (dt, J =13.2, 3.8 Hz, 1H), 3.29- 3.15 (m, 2H), 2.94 (dd, J= 17.3, 6.7 Hz, 1H)., 112372-15-3

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

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; KHAIRNAR, Vinayak; PANIGRAHI, Sunil Kumar; WO2014/111871; (2014); 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.

112372-15-3, A solution of 4-(piperidine-1-sulfonyl)-benzylamine (500 mg, 1.93 mmol, 1 .00 equiv, furo[2,3-c]pyridine-2-carboxylic acid (355 mg, 2.13 mmol, 1 .1 1 equiv), DIPEA (762 mg, 5,79 mmol, 3.00 equiv), and benzotriazol-1- yloxytris(dimethylamino)phosphonium hexafluorophosphate (1044 mg, 2.31 mmol, 1 .20 equiv) in DMF (5 mL) was stirred overnight at rt. The reaction was quenched by the addition of 20 mL of water. The precipitated product was collected by filtration and re-crystallized from ethanol to give 304 8 mg (40%) of the title compound as a light brown solid. NMR (300 MHz, DMSO-d6 delta 9.67-9 63 (t, J = 6 Hz, 1 H), 9.06 (s, 1 H), 8.49-8.48 (d, – 3 Hz, 1 H), 7.84-7.83 (t, ./ = 3 Hz, 1 H), 7.71 -7.69 (d, .7 = 4 Hz, 3H), 7.59-7.57 (d, J = 6 Hz, 2H), 4.60 (d, J = 6.3 Hz, 2H), 2.89-2.84 (m, 4H), 1.61 – 1 .50 (m, 4H), 1.36- 1 .34 (m, 2H). LC/MS (Method H, ESI): RT = 1 .20 min, m/z = 400.0 [M + H]

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

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.

A solution of furo[2,3-c]pyridine-2-carboxylic acid (2 g, 12.26 mmol, 1.00 equiv), EDCI (2.8 g, 14.61 mmol, 1.20 equiv), HOBt (2 g, 14.80 mmol, 1.20 equiv) and DIPEA (4.7 g, 3.00 equiv) in MeOH (100 mL) was stirred for 20 h at rt. The resulting mixture was concentrated under vacuum. The residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1 : 1 ) to give 1.3 g (60%) of methyl furo[2,3-c]pyndine-2-carboxylate as an off-white solid. TLC: ethyl acetate/petroleum ether = 1 /2, Rf= 0.4., 112372-15-3

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

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

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

Coupling: Example 7 is obtained as a white solid with a yield of 18% using acid C34 according to Method A with non-critical changes. HRMS (FAB) calculated for C15H17N3O2+H: 272.1399, found 272.1402 (M+H)+., 112372-15-3

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

Reference£º
Patent; Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E.; US2003/45540; (2003); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem