Hydrochloric Acid → 2-(3-Chlorophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole hydrochloride
반응식
[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([C:11]2[CH:19]=[CH:18][C:17]3[N:16]([CH3:20])[C:15]4[CH2:21][CH:22]5[NH:26][CH:25]([C:14]=4[C:13]=3[C:12]=2C(OC(C)(C)C)=O)[CH2:24][CH2:23]5)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.Cl>C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[C:15]2[CH2:21][CH:22]4[NH:26][CH:25]([C:14]3=2)[CH2:24][CH2:23]4)(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1참가 물질
4
반응물 2
생성물 1
시약·촉매·용매 1
실험 절차
The product of step A was subjected to Boc-deprotection with 2 M HCl in diethyl ether following the procedure of example 28, step B. The crude material was purified by flash column chromatography (SiO2, 90:9:1 chloroform/methanol/ammonium hydroxide) then converted to the HCl salt to give 2-(3-chlorophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole hydrochloride (49 mg, 56%, AUC HPLC 95.7%) as an off white solid: mp 208-212° C.; 1H NMR (CD3OD, 300 MHz) δ 8.30 (d, J=1.8 Hz, 1H), 7.86-7.95 (m, 2H), 7.72-7.78 (m, 1H), 7.57-7.63 (m, 2H), 7.49-7.56 (m, 1H), 5.32 (d, J=4.8 Hz, 1H), 4.51-4.58 (m, 1H), 3.72 (s, 3H), 3.43-3.55 (m, 1H), 3.03-3.12 (m, 1H), 2.24-2.52 (m, 3H), 1.90-2.04 (m, 1H); APCI MS m/z 387 [M+H]+