Tag: 204512-95-8

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,204512-95-8

2,6-Difluoro-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile (3 g, 9.51 mmol), (S)-tetrahydrofuran-3-amine hydrochloride (1.76 g, 14.3 mmol) and diisopropylethylamine (2.46 g, 19 mmol) are combined in DMSO (12 mL) and stirred at 60 C. for 4 h. While still at 60 C., the mixture is treated with 25% NaOH (1.14 g, 28.5 mmol, 4.6 mL) and isopropanol (10 mL) followed by dropwise addition of 30% hydrogen peroxide (0.97 g, 28.5 mmol, 3.2 mL) solution. The reaction mixture is poured into water (100 mL) and extracted with EtOAc (2¡Á100 mL). The combined organic layers are washed with brine (50 mL), dried over MgSO4, and concentrate to a off-white crystalline solid. The solid is purified via chromatography (silica, 50 to 100% EtOAc in hexanes) to give a white crystalline solid. The solid is almost dissolved in EtOAc, diluted with hexanes and stirred overnight. The crystals are collected to give (S)-2-fluoro-6-(tetrahydrofuran-3-ylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzamide (2.75 g, 72%) as a white crystalline solid. LC/MS: m/z=401 [M+H]-. 1H NMR (400 MHz, d6 DMSO): delta 7.75 (d, 2H), 7.45 (d, 1H), 6.65 (d, 1H), 6.60 (s, 1H), 4.13-3.54 (m, 4H), 2.94 (s, 2H), 2.48 (s, 2H), 2.37 (s, 3H), 2.31 (s, 2H), 2.26-2.21 (m, 1H), 1.00 (s, 6H).

204512-95-8 (S)-Tetrahydrofuran-3-amine hydrochloride 18664284, aTetrahydrofurans compound, is more and more widely used in various.

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

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

Compound 102 A mixture of (5)-tetrahydrofuran-3-amine hydrochloride (11.2 g, 90.7 mmol) and NEt3 (50.5 mL, 362.6 mmol) in dry CH2CI2 (400 mL) was stirred for 5 minutes at 20 C. 3-(chlorosulfonyl)benzoic acid (20 g, 90.7 mmol) was added and the mixture was stirred overnight at 20C. The reaction mixture was washed with IN HCl (100 mL), the aqueous layer was extracted with dichloromethane (2 x 200 mL). The combined organic layers were dried over Na2S04 and the solvent was removed in vacuo, resulting in 3-[[(35)-tetrahydrofuran-3-yl]sulfamoyl]benzoic acid (16.3 g). 3-[[(35)-tetrahydro- furan-3-yl]sulfamoyl]benzoic acid (3 g, 11.058 mmol), 3-(difluoromethyl)-4-fluoro- aniline (2.1 g, 13.3 mmol) and triethylamine (3.3 g, 33 mmol) were dissolved in DMF (400 mL). PyBrOP (132705-51-2, 6.2 g , 13.3 mmol) was added at 0C. The mixture was stirred at 50C for 12 hours. The solvent was removed in vacuo and the obtained residue was purified by reversed phase high performance liquid chromatography (mobile phase: CH3CN in water (0.1% TFA) from 30% to 60%). The pure fractions were collected and neutralized with solid NaHC03. The organic solvent was removed in vacuo and the formed precipitate was filtered, washed with H20 (5 mL) and dried under high vacuum. The obtained residue was suspended in water (5 mL) and lyophilized to dryness resulting in compound 102 (2.3 g). Method A; Rt: 5.32 min. m/z : 415.2 (M+H)+ Exact mass: 414.1. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.53 – 1.68 (m, 1 H) 1.82 – 1.99 (m, 1 H) 3.27 – 3.42 (m, 1 H) 3.51 – 3.90 (m, 4 H) 7.26 (t, J=55 Hz, 1 H) 7.36 – 7.51 (m, 1 H) 7.80 (t, J=7.8 Hz, 1 H) 7.92 – 8.00 (m, 1 H) 8.01 – 8.08 (m, 1 H) 8.08 – 8.15 (m, 2 H) 8.25 (d, J=7.8 Hz, 1 H) 8.40 (s, 1 H) 10.75 (s, 1 H).

204512-95-8, The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN R&D IRELAND; LAST, Stefaan Julien; RABOISSON, Pierre Jean-Marie Bernard; ROMBOUTS, Geert; VANDYCK, Koen; VERSCHUEREN, Wim Gaston; WO2014/33170; (2014); A1;,
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

In a dried reaction flask, 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylic acid (0.421 g, 1.0 mmol), (S)-tetrahydrofuran-3-amine hydrochloride (0.161 g, 1.3 mmol), DIEA (0.26 mL, 1.5 mmol), and HATU (0.418 g, 1.1 mmol) were added to a mixed solvent of DMF (4 mL) and dichloromethane (8 mL). The mixture was stirred at room temperature for 2 hr and was concentrated under reduced pressure. Water was added to the residue. The mixture was filtered to produce a crude yellow solid, which was washed with methanol to produce a purified product (0.363 g) in 74.1% yield.Molecular formula: C27H28ClN5O2; mass spectrum (M+H): 490.2 1H-NMR (DMSO-d6, 400 MHz): delta 8.63 (1H, d), 8.49 (1H, d), 7.94 (1H, d), 7.71 (1H, d), 7.44 (1H, d), 7.22 (1H, dd), 5.02 (1H, dd), 4.62-4.41 (1H, m), 3.94-3.79 (2H, m), 3.78-3.57 (3H, m), 3.26-3.16 (1H, m), 3.14-2.99 (1H, m), 2.37-1.87 (5H, m), 1.79-1.65 (1H, m), 1.58-1.16 (7H, m).

204512-95-8 (S)-Tetrahydrofuran-3-amine hydrochloride 18664284, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Huang, Zhenhua; Wang, Jinyuan; Zhang, Dedong; US2013/289029; (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.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

In a dried reaction flask,2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxyli c acid (0.421g, 1.0mmol), (S)-tetrahydrofuran-3-amine hydrochloride (0.161g, 1.3mmol), DIEA (0.26mL, 1.5mmol), and HATU (0.418g, 1.1mmol) were added to a mixed solvent of DMF (4mL) and dichloromethane (8mL). The mixture was stirred at room temperature for 2hr and was concentrated under reduced pressure. Water was added to the residue. The mixture was filtered to produce a crude yellow solid, which was washed with methanol to produce a purified product (0.363g) in 74.1 % yield. Molecular formula: C27H28ClN5O2; mass spectrum (M+H): 490.2 1H-NMR(DMSO-d6, 400 MHz): delta 8.63 (1H, d), 8.49 (1H, d), 7.94 (1H, d), 7.71 (1H, d), 7.44 (1H, d), 7.22 (1H, dd), 5.02 (1H, dd), 4.62-4.41 (1H, m), 3.94-3.79 (2H, m), 3.78-3.57 (3H, m), 3.26-3.16 (1H, m), 3.14-2.99 (1H, m), 2.37-1.87 (5H, m), 1.79-1.65 (1H, m), 1.58-1.16 (7H, m).

The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KBP Biosciences Co., Ltd.; HUANG, Zhenhua; WANG, Jinyuan; ZHANG, Dedong; EP2607363; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem