Heterocyclic Building Blocks-Tetrahydrofuran

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

5- (4-chloro-3-fluorobenzyloxymethyl) isoxazole-3-carboxylic acid (0.54 g, 2.0 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.41 g, 3.0 mmol), Triethylamine (0.30 g, 3.0 mmol) And 1-hydroxybenzotriazole (0.03 g, 0.2 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 residue, And extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution, Wash with saturated brine , Dried over anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, The following equation Indicated by N- (Tetrahydrofuran-3-ylmethyl) -5- (4-chloro-3-fluorobenzyloxymethyl) isoxazole-3-carboxamide (Hereinafter referred to as this amide compound (276)) 0.18 g was obtained., 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (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.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

l-(2-aminoethyl)piperidin-2-one hydrobromide (178.2 mg, 0.8 mmol) was dissolved in DMF (0.9 mL). DIPEA (417 pL, 3.0 equiv.) was added, followed by 2,2- dimethylsuccinic anhydride (133 mg, 1.3 equiv.). The reaction mixture was agitated at ambient temperature for 12 hours and then directly purified by preparative HPLC (H20/MeCN with 0.1% TFA) to afford 51.7 mg (24% yield) of acid 1-170 as a white solid. ESI-MS found 271.2. C13H23N2O4 (MH+) requires 271.2., 17347-61-4

As the paragraph descriping shows that 17347-61-4 is playing an increasingly important role.

Reference£º
Patent; CARMOT THERAPEUTICS, INC.; ENQUIST, Johan; KRISHNAN, Shyam; ATWAL, Suman; ERLANSON, Daniel; FUCINI, Raymond V.; HANSEN, Stig; SAWAYAMA, Andrew; SETHOFER, Steven; (719 pag.)WO2019/183577; (2019); 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.696-59-3,2,5-Dimethoxytetrahydrofuran,as a common compound, the synthetic route is as follows.

696-59-3, 3-Chloroaniline (10.6 ml) and 2,5-dimethoxytetrahydrofuran (12.9 ml) are heated at 110C in acetic acid (100 ml) for 5 hours and 30 minutes. To the cooled reaction mixture, water (500 ml) is added and the reaction is stirred overnight. The brown precipitate formed is filtered and subsequently dissolved in dichloromethane, washed with aqueous sodium hydrogencarbonate (saturated) (100 ml), dried over sodium sulphate and concentrated in vacuo. l-(3-Chloro-phenyl)-lH-pyrrole is isolated as black solid (35.2 g). IH-NMR (400 MHz, CDCl3): 6.38 (t, 2H), 7.10 (t, 2H), 7.30 (m, 4H).

As the paragraph descriping shows that 696-59-3 is playing an increasingly important role.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; WO2008/155081; (2008); A2;,
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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 58 (0373) 5-(4-Trifluoromethylbenzyloxymethyl)isoxazole-3-carbo xylic acid (0.60g, 2.0 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.33 g, 2.4 mmol), triethylamine (0.25 g, 2.4 mmol) and 1-hydroxybenzotriazole (0.03 g, 0.24 mmol) were added to 5 mL of chloroform (amylene addition product). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.46 g, 2.4 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.40 g of N-(tetrahydrofuran-3-ylmethyl)-5-(4-trifluoromethylbenzylox ymethyl)isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (63)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.65-1.70(1H, m), 2.05-2.13(1H, m), 2.55-2.61(1H, m), 3.47(2H, dd), 3.60(1H, dd), 3.77(1H, dd,), 3.86(1H, dd), 3.91-3.93(1H, m), 4.67(2H, s), 4.69(2H, s), 6.75(1H, s), 6.94(1H, s), 7.47(2H, d), 7.63(2H, d), 184950-35-4

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

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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.696-59-3,2,5-Dimethoxytetrahydrofuran,as a common compound, the synthetic route is as follows.

696-59-3, General procedure: To a solution of amine (1 mmol) in water (2 ml) was added tetrahydro-2,5-dimethoxyfuran (1.1 mmol) and gamma-Fe2O3(at)SiO2-Sb-IL (0.08 g). The reaction mixture was stirred at 100 C for a certain period of time as required to complete the reaction. During that time, the reaction was monitored constantly by TLC. After completion of the reaction, the catalyst was removed by using a magnet and washed with ethyl acetate. The aqueous solution was extracted by ethyl acetate (3 ¡Á 5 ml). The combined organic phase was dehydrated with anhydrous sodium sulfate. After the evaporation of the solvent, the residue was purified by silica gel flash chromatography using petroleum ether/ethyl acetate as the eluent to afford the pure product.

As the paragraph descriping shows that 696-59-3 is playing an increasingly important role.

Reference£º
Article; Ma, Fei-Ping; Li, Pei-He; Li, Bao-Le; Mo, Li-Ping; Liu, Ning; Kang, Hui-Jun; Liu, Ya-Nan; Zhang, Zhan-Hui; Applied Catalysis A: General; vol. 457; (2013); p. 34 – 41;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

S-(-)-3-Aminotetrahydrofuran hydrochloride (149 mg, 1.20 mmol) and diisopropylamine (0.70 mL, 4.0 mmol) were added to 4-(3-ethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazol-1-yl)-2-fluorobenzonitrile (311 mg, 1.00 mmol) in DMSO (0.7 mL). The mixture was stirred at 60 C. for 48 hours. It was diluted with EtOAc (10 mL) and washed with H2O (10 mL) and sat. NaCl (10 mL). The material was concentrated and passed through a plug of silica eluting with EtOAc. After the solvent was removed, the white solid was dissolved in DMSO (0.4 mL) and EtOH (1.6 mL). To the solution were added 1 M NaOH (0.2 mL) and 30% H2O2 (0.2 mL). The reaction was stirred at 25 C. for 1 hour. It was diluted with EtOAc (10 mL) and washed with H2O (10 mL) and sat. NaCl (10 mL). The organic layer was dried over Na2SO4 and concentrated. Purification by gradient flash chromatography eluting with 0% to 100% EtOAc in hexanes provided (S)-4-(3-ethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-(tetrahydrofuran-3-ylamino)benzamide (251 mg, 63%) as a white solid (LC/MS m/z=397.1 [M+H]+). 1H NMR (DMSO, 20 C., 400 MHz) delta (ppm) 8.56 (d, 1H), 7.75 (d, 2H), 6.72 (s, 1H), 4.18 (s, 1H), 4.12 (q, 1H), 4.02-3.53 (m, 8H), 2.48 (s, 4H), 1.17 (t, 3H), 1.00 (s, 6H)., 204512-95-8

As the paragraph descriping shows that 204512-95-8 is playing an increasingly important role.

Reference£º
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

To a toluene solution (10 mL) of 5- (benzo [b] thiophen-2-ylmethyl) isoxazole-3-carboxylic acid chloride ( Tetrahydrofuran-3-ylmethylamine hydrochloride (150 mg, 1.09 mmol) And 1 mol / L sodium hydroxide aqueous solution (8 mL) were simultaneously added under cooling with ice water. After vigorously stirring for 30 minutes under cooling with ice water, The reaction mixture was extracted once 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, The following equation Indicated by N- (Tetrahydrofuran-3-ylmethyl) -5- (benzo [b] thiophen-2-ylmethyl) isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (161)) 104 mg., 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

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

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 Preparation of (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate To a stirred solution of (tetrahydrofuran-3-yl)methanol (5.0 g, 49.0 mmol) in pyridine (30 mL) was added TsCl (11.2 g, 58.8 mmol) slowly at 0¡ã C. The reaction mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (150 mL), washed with saturated aqueous citric acid (100 mL*5) and saturated aqueous NaHCO3 (100 mL*3), dried over Na2SO4, filtered and concentrated in vacuo. The resulting product was purified by column chromatography on silica gel (0-15percent EtOAc in petroleum ether) to afford (tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate (8.7 g, 69percent) as a colorless oil.

124391-75-9, 124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Patent GmbH; KARRA, Srinivasa R.; (153 pag.)US2016/168090; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

10374-51-3, 5-(Hydroxymethyl)dihydrofuran-2(3H)-one is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 (S)- gamma -Pivaloyloxymethyl- gamma -butyrolactone (V) To a solution of (S)-gamma-hydroxymethyl-gamma-butyrolactone1 Prepared according to the literature procedure: M. Taninguchi, K. Koga, S. Yamada, Tetrahedron, 30 , 3547 (1974).1(40 g, 0.34M) in pyridine (200 mL) was added pivaloyl chloride (46 g, 0.38M) and the mixture was heated at 50C for 5 h under nitrogen. The reaction was cooled to room temperature and MeOH (50 mL) was added. The mixture was then concentrated in vacuo, taken up in CH2Cl2-water. The CH2Cl2 was washed with water, 30% H3PO4, brine, and dried over MgSO4. After removal of the solvent under reduced pressure, the residual oil was chromatographed on silica gel using CH2Cl2 as eluent to give 2 (48 g, 70%) as a colorless oil: 1H NMR (CDCl3) delta 1.15 (s, 9H), 1.9-2.6 (m, 4H), 4.09 (dd, J=4.8, 12.3 Hz, 1H), 2.29 (dd, J=3.3, 12.3 Hz, 1H), 4.7-4.75 (m, 1H)., 10374-51-3

10374-51-3 5-(Hydroxymethyl)dihydrofuran-2(3H)-one 98431, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; EP501511; (1992); A2;,
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

17347-61-4, Intermediate C: Ethyl 3-(5-methoxy-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate To a 100 mL round-bottomed flask were added a stir bar, 4-methoxy-o-phenylenediamine bis-hydrochloride salt (2 g, 9.5 mmol), acetonitrile (20 mL), triethylamine (2.6 mL, 19 mmol), and 3,3-dimethyldihydrofuran-2,5-dione (1.2 g, 9.5 mmol). After 1 h, the mixture was concentrated to dryness and ethanol (50 mL) followed by HCl (1 mL, 12 N) was added to the residue. The reaction vessel was heated at 80¡ã Celsius for 12 hours before cooling to RT. The reaction mixture was concentrated to dryness. The residue was diluted with water (50 mL) and neutralized with sat. NaHCO3 until pH was 6.8-7. The aqueous was extracted with diethyl ether (3*100 mL), the combined extracts dried over sodium sulfate, filtered and concentrated to dryness. The residue was subjected to FCC to give the title compound (1.5 g, 57percent). MS (ESI): mass calcd. for C15H20N2O3, 276.15; m/z found, 277.1 [M+H]+. A mixture of two tautomer’s was observed so peaks are listed for identification purposes only. 1H NMR (600 MHz, DMSO-d6) delta 11.99-11.85 (m), 7.39 (d, J=8.7), 7.29 (d, J=8.6), 7.07 (d, J=2.4), 6.92 (d, J=2.4), 6.75 (dd, J=8.6, 2.4), 6.72 (dd, J=8.7, 2.4), 4.13-4.02 (m), 3.78-3.74 (m), 3.00-2.94 (m), 1.24-1.21 (m), 1.13 (t, J=7.1).

As the paragraph descriping shows that 17347-61-4 is playing an increasingly important role.

Reference£º
Patent; Chai, Wenying; Dvorak, Curt A.; Eccles, Wendy; Edwards, James P.; Goldberg, Steven D.; Krawczuk, Paul J.; Lebsack, Alec D.; Liu, Jing; Pippel, Daniel J.; Sales, Zachary S.; Tanis, Virginia M.; Tichenor, Mark S.; Wiener, John J. M.; US2014/275029; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem