4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-5-carbaldehyde → (+)-(trans)-2-{4-[({4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)amino]phenyl}cyclopropanecarboxylic acid

HRID 1173005

반응식

HRID 1173005 반응식
[CH3:1][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[S:5][C:6]=1[CH:7]=O.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([C@@H:26]2[CH2:28][C@H:27]2[C:29]([OH:31])=[O:30])=[CH:22][CH:21]=1>>[CH3:1][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[S:5][C:6]=1[CH2:7][NH:19][C:20]1[CH:21]=[CH:22][C:23]([C@@H:26]2[CH2:28][C@H:27]2[C:29]([OH:31])=[O:30])=[CH:24][CH:25]=1

참가 물질

3

반응물 2

HCID 27828994-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-5-carbaldehydeHCID 68668314(1R,2R)-2-(4-aminophenyl)cyclopropane-1-carboxylic acid

생성물 1

HCID 11487291(+)-(trans)-2-{4-[({4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)amino]phenyl}cyclopropanecarboxylic acid

실험 절차

Experimental procedure analogous to that describing the synthesis of I-2a-I except that 4-methyl-2-(4-trifluoromethylphenyl)-1,3-thiazole-5-carbaldehyde and racemic-(trans)-2-(4-aminophenyl)cyclopropanecarboxylic acid (I-1) were used to give 1.05 g of the title compound as a light yellow solid. 1H NMR (400 MHz, CDCl3) δ 7.98 (d, J=8.78 Hz, 2H), 7.65 (d, J=8.78 Hz, 2H), 6.97 (d, J=8.60 Hz, 2H), 6.60 (d, J=8.60 Hz, 2H), 4.46 (s, 2H), 2.53 (m, 1H), 2.50 (s, 3H), 1.80 (m, 1H), 1.60 (m, 1H), 1.36 (m, 1H). ES-MS m/z 360 (MH+).

출처 및 근거

ORD 기록
ord-e4092ae1bb4a47d2955166f10cdeaefe
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834013B2

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