Day: August 17, 2020

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1679-47-6,3-Methyldihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.

In the same apparatus as in Example 1, The residue (Ir-Pt -Re catalyst (1)) obtained in Example 1, and 0.342 g (3.0 mmol) of epsilon-caprolactone were added, It was made up with 1,2-dimethoxyethane to make epsilon-caprolactone 5%. Pressurized to 8.0 MPa with hydrogen gas, the mixture was reacted at 80 C. for 2 hours with stirring. After completion of the reaction, the resulting reaction solution was cooled to room temperature, And then filtered through a syringe equipped with a membrane filter (0.45 mum). When the obtained filtrate was analyzed by gas chromatography, The conversion of epsilon-caprolactone is 100% The yield of 1,6-hexanediol was 92.3%. The selectivity was 92.3% The yield of 1-hexanol was 8.0% The selectivity was 8.0%. In Example 1A, The catalyst was added to the Ir-Pt-Re catalyst (2) prepared in Example 2, A 1,2-dimethoxyethane solution of 5% epsilon-caprolactone was added to 50% gamma-valerolactone 1, To a 2-dimethoxyethane solution (7.5 mmol of gamma-valerolactone) Except for changing the reaction time to 4 hours, The reaction was carried out in the same manner as in Example 1A. When the obtained filtrate was analyzed by gas chromatography, The conversion of gamma-valerolactone was 50.0% . The yield of 1,4-pentanediol was 40.0%. The selectivity was 80.0%. The yield of 2-pentanol was 10.1% . The same selectivity was 20.2%.

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Reference£º
Patent; UBE INDUSTRIES LIMITED; YOSHII, KIYOTAKA; YAMADA, ATSUSHI; (22 pag.)JP2015/86199; (2015); A;,
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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

A 0 C. suspension of (R)-(+)-tetrahydro-3-furylamine p-toluenesulfonate salt (1.00 g, 3.86 mmol) in THF (40 mL) was treated with NaH (60% in mineral oil, 0.170 g, 4.24 mmol), stirred at 0 C. for 1.5 h, treated with 2-chloroethyl isocyanate (0.362 mL, 4.24 mmol) and stirred at RT overnight as the cooling bath expired. The mixture was treated with satd. NH4Cl and water, extracted with EtOAc (2*) and the combined organics were washed with brine (2*), dried over Na2SO4 and concentrated to dryness. The residue was treated with 1:1 EtOAc/Hex and the resulting solid collected via filtration to afford (R)-1-(2-chloroethyl)-3-(tetrahydrofuran-3-yl)urea (522 mg, 70%). MS (ESI) m/z: 193.1 (M+H+).

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Samarakoon, Thiwanka; Caldwell, Timothy Malcolm; Vogeti, Lakshminarayana; Ahn, YuMi; Patt, William C.; Yates, Karen M.; US2014/315917; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 1 (0210) (Tetrahydrofuran-3-yl)methylamine hydrochloride (240 mg) and a 1 mol/L aqueous sodium hydroxide solution (5 mL) were simultaneously added to a solution of 5-(1-naphthyloxymethyl) pyridine-2-carboxylic acid chloride (<0.68 mmol) in toluene (10 mL) obtained in Reference Production Example 4, and the mixture was vigorously stirred at room temperature for 20 minutes, and then extracted with ethyl acetate. The organic layer was sequentially washed with 1 mol/L hydrochloric acid and a saturated saline solution, then dried over sodium sulfate, and concentrated under reduced pressure conditions. The residue was applied to a silica gel column chromatography to obtain 208 mg of N-(tetrahydrofuran-3-ylmethyl)-5-(1-naphthyloxymethyl)pyrid ine-2-carboxylic acid amide (hereinafter, referred to as Compound of the Present Invention (1).) represented by the following formula. Compound of the Present Invention (1) (0211) 1H-NMR (CDCl3, TMS) delta(ppm): 1.68-1.78 (m, 1H), 2.06-2.16 (m, 1H), 2.59-2.68 (m, 1H), 3.50-3.55 (m, 2H), 3.61-3.67 (m, 1H), 3.75-3.82 (m, 1H), 3.87-3.96 (m, 2H), 5.35 (s, 2H), 6.87-6.91 (m, 1H), 7.36-7.41 (m, 1H), 7.48-7.55 (m, 3H), 7.81-7.85 (m, 1H), 8.02-8.05 (m, 1H), 8.21 (br s, 1H), 8.25-8.32 (m, 2H), 8.72-8.7 5(m, 1H). As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role. Reference£º
Patent; Sumitomo Chemical Company, Limited; AWASAGUCHI, Kenichiro; (20 pag.)US2017/144995; (2017); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a mixture of 2-tetrahydrofuroic acid (288 mL, 3 mmol) in chloroform (5 mL) was added thionyl chloride (660 muL, 9 mmol) and the reaction heated to reflux for 1 hour. The reaction was cooled and concentrated under reduced pressure to provide tetrahydro-furan-2-carbonyl chloride (405 mg, 3 mmol).

16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; WYETH; WO2008/73929; (2008); 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.97-99-4,(Tetrahydrofuran-2-yl)methanol,as a common compound, the synthetic route is as follows.

Example 11A (2R)-tetrahydrofuran-2-ylmethyl 4-methylbenzenesulfonate To (R)-(tetrahydrofuran-2-yl)methanol (1.0 g, 9.8 mmol) in CH2Cl2 (3 mL) and pyridine (3 mL) at ambient temperature was added 4-methylbenzene-1-sulfonyl chloride (2.0 g, 10.3 mmol) portion-wise over 5 minutes. This mixture was stirred for 16 hours at ambient temperature then was quenched with 10 mL of 5% aqueous HCl and was extracted with 3*5 mL CH2Cl2. The combined organics were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography (SiO2, 75% hexanes in ethyl acetate) to give the title compound (1.7 g, 6.8 mmol, 69% yield). MS (DCI/NH3) m/z 257 (M+H)+ and 274 (M+NH4)+.

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2009/105306; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 1-[2-(4-amino-phenyl)-5-tert-butyl-2H-pyrazol-3-yl]-3-[4-(pyridin- 4-yloxy) -phenyl]-urea (208 mg, 0.47 mmol) and 2,2-dimethylsuccinic anhydride (66 mg, 0.52 mmol, 1.1 eq) in 2 mL THF was stirred at room temperature overnight. HPLC analysis indicated that starting material was remaining. The reaction was then heated at 60¡ãC for 2 days, at which time HPLC analysis indicated the reaction was complete. The reaction mixture was cooled to room temperature, and the resulting suspension was diluted with Et20. The solid was isolated by filtration to afford the desired product (227 mg, 85percent). (at)H-NMR (DMSO-d6) 8 12.06 (s, 1 H), 10.06 (s, 1 H), 9.09 (s, 1 H), 8.40 (d, J = 6.0 Hz, 2H), 8.31 (s, 1 H), 7.69 (d, J = 9.0 Hz, 2H), 7.47 (d, J = 9.0 Hz, 2H), 7.39 (d, J = 9.0 Hz, 2H), 7.07 (d, J = 9.0 Hz, 2H), 6.85 (dd, J = 1.5 4.7 Hz, 2H), 6.33 (s, 1 H), 2.59 (s, 2H), 1.26 (s, 9H), 1.21 (s, 6H) ; MS LC-MS [M+H] (at) = 571.3, RT = 2.49 min.

17347-61-4 2,2-Dimethylsuccinicanhydride 87067, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMACUETICALS CORPORATION; WO2005/110994; (2005); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

4100-80-5, 3-Methyldihydrofuran-2,5-dione is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of 13 (0.06 mmol) with DMAP (1 equiv) and an appropriate acid anhydride (10 equiv) in anhydrous pyridine(10 ml) was stirred at 155 C for 2 h in a microwave oven (Biotage). The reaction mixture was diluted with EtOAc and neutralized with HCl (1 N) and then extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuum to afford the crude product, followed by chromatographyon a silica gel column and recrystallization to give13e-m.

4100-80-5 3-Methyldihydrofuran-2,5-dione 20051, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Wu, Haifeng; Ma, Guoxu; Yang, Qinwen; Zhu, Yindi; Huang, Li; Tian, Yu; Yang, Xiaoming; Zhang, Menghan; Chen, Chin-Ho; Morris-Natschke, Susan L.; Yang, Meihua; Xu, Xudong; Lee, Kuo-Hsiung; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 159 – 166;,
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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (3-phenylpropyl) isoxazole-3-carboxylic acid (0.46 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), Triethylamine (0.24 g, 2.4 mmol) And 1-hydroxybenzotriazole (0.04 g, 0.24 mmol) Was added to chloroform (amylene added product) (5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (3-phenylpropyl) isoxazole-3-carboxamide (Hereinafter referred to as amide compound (22)) 0.49 g.

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem