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