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

HRID 1879159

반응식

HRID 1879159 반응식
FC1C=CC(CNC)=CC=1.[F:11][CH:12]([F:23])[O:13][C:14]1[CH:22]=[CH:21][C:17]([CH2:18][NH:19][CH3:20])=[CH:16][CH:15]=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:19]([CH2:18][C:17]4[CH:16]=[CH:15][C:14]([O:13][CH:12]([F:11])[F:23])=[CH:22][CH:21]=4)[CH3:20])[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 3857668{[4-(Difluoromethoxy)phenyl]methyl}(methyl)amineHCID 866455582-(6-Iodo-pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fluoro benzylamide

생성물 1

HCID 249557652-{6-[(4-Difluoromethoxy-benzyl)-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 (4-difluoromethoxy-benzyl)-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 8.58 (s, 1H), 8.07 (s, 1H), 7.26-7.37 (m, 4H), 7.00-7.11 (m, 4H), 6.51 (bt, J=76, 64 Hz, 1H, CH—F signal), 6.16 (bs, 1H), 4.82 (s, 2H), 4.54 (d, J=8.0 Hz, 2H), 3.14 (s, 3H), 2.70 (s, 3H); MS (ES+) m/z 514.2 (M+1), Rt=1.63 min.

출처 및 근거

ORD 기록
ord-3522d5f94d5843a68d701d4745a57c44
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314138B2

연결된 노트

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