1-(4-fluorophenyl)-N-methylmethanamine → 2-(6-{[2-(4-Methoxy-phenoxy)-ethyl]-methyl-amino}-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro-benzylamide

HRID 1879160

반응식

HRID 1879160 반응식
FC1C=CC(CNC)=CC=1.[CH3:11][O:12][C:13]1[CH:23]=[CH:22][C:16]([O:17][CH2:18][CH2:19][NH:20][CH3:21])=[CH:15][CH:14]=1.[F:24][C:25]1[CH:47]=[CH:46][C:28]([CH2:29][NH:30][C:31]([C:33]2[S:37][C:36]([C:38]3[CH:43]=[N:42][CH:41]=[C:40](I)[N:39]=3)=[N:35][C:34]=2[CH3:45])=[O:32])=[CH:27][CH:26]=1>>[F:24][C:25]1[CH:47]=[CH:46][C:28]([CH2:29][NH:30][C:31]([C:33]2[S:37][C:36]([C:38]3[CH:43]=[N:42][CH:41]=[C:40]([N:20]([CH2:19][CH2:18][O:17][C:16]4[CH:22]=[CH:23][C:13]([O:12][CH3:11])=[CH:14][CH:15]=4)[CH3:21])[N:39]=3)=[N:35][C:34]=2[CH3:45])=[O:32])=[CH:27][CH:26]=1

참가 물질

4

반응물 3

HCID 7368601-(4-fluorophenyl)-N-methylmethanamineHCID 2574637[2-(4-Methoxyphenoxy)ethyl](methyl)amineHCID 866455582-(6-Iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro benzylamide

생성물 1

HCID 249557662-(6-{[2-(4-Methoxy-phenoxy)-ethyl]-methyl-amino}-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro-benzylamide수율 80%

실험 절차

Following the procedure described in Example 14, making variations as required to replace 4-fluoro-N-methyl-benzylamine with [2-(4-methoxy-phenoxy)-ethyl]-methyl-amine to react with 2-(6-iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro-benzylamide, the title compound was obtained in 80% yield. 1H NMR (400 MHz, CD2Cl2) δ 8.50 (s, 1H), 8.04 (s, 1H), 7.31-7.38 (m, 2H), 7.02-7.09 (m, 2H), 6.72-6.82 (m, 4H), 6.25 (bs, 1H), 4.55-4.59 (m, 2H), 4.18-4.23 (m, 2H), 4.01-4.08 (m, 2H), 3.69 (s, 3H), 3.31 (s, 3H), 2.71 (s, 3H); MS (ES+) m/z 508.2 (M+1), Rt=1.57 min.

출처 및 근거

ORD 기록
ord-728c8be4cc764f9eb2c929c33cca2ec7
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314138B2

연결된 노트

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