Ammonia → 5-Phenylthiophene-2-carboxylic acid (4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

반응식

[ClH:1].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@@H:5]3[NH2:12])[CH2:3]1)[CH2:9]2.[C:13]1([C:19]2[S:23][C:22]([C:24](O)=[O:25])=[CH:21][CH:20]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.N>>[ClH:1].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@@H:5]3[NH:12][C:24]([C:22]3[S:23][C:19]([C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=4)=[CH:20][CH:21]=3)=[O:25])[CH2:3]1)[CH2:9]2

참가 물질

반응물 3

HCID 222Ammonia

HCID 7364945-Phenyl-2-Thiophenecarboxylic Acid

HCID 671521221-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride

생성물 1

HCID 671521075-Phenylthiophene-2-carboxylic acid (4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

실험 절차

Prepared from (4s)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and 5-phenylthiophene-2-carboxylic acid (Maybridge) according to methods A and C; yield 67 mg, 0.18 mmol (82%): 1H NMR (300 MHz, methanol-d4) δ 1.97 (d, J=14 Hz, 2H), 2.20 (s, 1H), 2.33 (d, J=14 Hz, 2H), 2.48 (s, 2H), 3.57 (s, 2H), 3.67 (d, J=2 Hz, 4H), 4.39 (s, 1H), 7.32-7.47 (m, 4H), 7.66-7.72 (m, 2H), 7.83 (d, J=4 Hz, 1H); MS (DCI/NH3) m/z 339 (M+H)+; Anal. C20H22N2OS.HCl: C, H, N.