2-Bromo-1-(3,4-difluorophenyl)ethan-1-one → 4-[4-(3,4-Difluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid

HRID 1519279

반응식

HRID 1519279 반응식
C[O:2][C:3]([C:5]1[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-:22])=[O:21])=[CH:7][CH:8]=[C:9]([C:11](=[S:13])[NH2:12])[CH:10]=1)=[O:4].[F:23][C:24]1[CH:25]=[C:26]([CH:31]=[CH:32][C:33]=1[F:34])[C:27](=O)[CH2:28]Br>>[F:23][C:24]1[CH:25]=[C:26]([C:27]2[N:12]=[C:11]([C:9]3[CH:10]=[C:5]([C:3]([OH:2])=[O:4])[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[N+:20]([O-:22])=[O:21])=[CH:7][CH:8]=3)[S:13][CH:28]=2)[CH:31]=[CH:32][C:33]=1[F:34]

참가 물질

3

반응물 2

HCID 27370322-Bromo-1-(3,4-difluorophenyl)ethan-1-oneHCID 866798322'-Nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester2회

생성물 1

HCID 715388814-[4-(3,4-Difluoro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid수율 41%

실험 절차

4-[4-(3,4-Difluoro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid (114 mg, 41%) was prepared from 2′-nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester (which may be prepared as described for Intermediate 4) and 3,4-difluorophenacyl bromide (available from Matrix Scientific) using the procedure described for the preparation of Example 18. 1H NMR (300 MHz, DMSO-d6) δ 8.56 (d, J=1.7 Hz, 1H), 8.36 (s, 1H), 8.10-8.24 (m, 3H), 7.95-7.99 (m, 1H), 7.75-7.80 (m, 1H), 7.53-7.67 (m, 2H), 7.40-7.43 (m, 2H).

후처리

  1. customdescribed for the preparation of Example 18

출처 및 근거

ORD 기록
ord-756aa58e38914d849f3d83c24a49f808
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073881B2

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