Phenethylamine → N-(3-Amino-propyl)-N-[3-(2-phenethylamino-pyrimidin-4-yl)-benzyl]methanesulfonamide

HRID 14714

반응식

HRID 14714 반응식
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[CH:28]=[CH:27][N:26]=[C:25](Cl)[N:24]=2)[CH:18]=1)[S:12]([CH3:15])(=[O:14])=[O:13])(C)(C)C.[CH2:31]([NH2:39])[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[NH2:7][CH2:8][CH2:9][CH2:10][N:11]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([NH:39][CH2:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:24]=2)[CH:18]=1)[S:12]([CH3:15])(=[O:13])=[O:14]

참가 물질

3

반응물 2

HCID 1001PhenethylamineHCID 86603242(3-{[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-methanesulfonyl-amino}-propyl)-carbamic acid tert-butyl ester

생성물 1

HCID 58603522N-(3-Amino-propyl)-N-[3-(2-phenethylamino-pyrimidin-4-yl)-benzyl]methanesulfonamide

실험 절차

Intermediate 4 was coupled to phenethylamine following procedure F and the resulting product deprotected following procedure G. LC-MS showed the product had the expected M+H+ of 440. 1H NMR (Varian 300 MHz, CDCl3—CD3OD, shifts relative to the solvent peak at 7.24 ppm) δ 8.1 (m, 3H) 7.7 (m, 1H) 7.5 (m, 2H) 7.2 (m, 5H) 4.5 (d, 2H) 3.8 (m, 2H) 3.6 (m, 1H) 3.3 (m, 3H) 3.0 (m, 2H) 2.9 (s, 3H) 1.8 (m, 2H).

출처 및 근거

ORD 기록
ord-58b0ae1c22044c869bd387b72df5a754
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732444B2

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