3-bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → 3-[4-Fluoro-3-([1,2,4]triazol-1-yl)phenyl]-7-trifluoromethylimidazo[1,2-alpha]pyrimidine

HRID 2184063노트

반응식

HRID 2184063 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][C:3]=1[N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.Br[C:17]1[N:21]2[CH:22]=[CH:23][C:24]([C:26]([F:29])([F:28])[F:27])=[N:25][C:20]2=[N:19][CH:18]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:17]2[N:21]3[CH:22]=[CH:23][C:24]([C:26]([F:27])([F:28])[F:29])=[N:25][C:20]3=[N:19][CH:18]=2)=[CH:4][C:3]=1[N:11]1[CH:15]=[N:14][CH:13]=[N:12]1

참가 물질

3

반응물 2

HCID 113914623-bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 223294894-Fluoro-3-([1,2,4]triazol-1-yl)phenylboronic acid

생성물 1

HCID 697082293-[4-Fluoro-3-([1,2,4]triazol-1-yl)phenyl]-7-trifluoromethylimidazo[1,2-alpha]pyrimidine

실험 절차

4-Fluoro-3-([1,2,4]triazol-1-yl)phenylboronic acid (100 mg, 0.48 mmol) was coupled to 3-bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine (117 mg, 0.44 mmol) using the method in Example 1. Purification by chromatography on silica gel eluting with dichloromethane containing 2% methanol, then recrystallisation from dichloromethane/isohexane, gave 3-[4-fluoro-3-([1,2,4]triazol-1-yl)phenyl]-7-trifluoromethylimidazo[1,2-α]pyrimidine as a yellow solid: δH (360 MHz, CDCl3) 7.31 (1H, d, J 7), 7.51-7.60 (2H, m), 8.16 (2H, m), 8.21 (1H, dd, J 7 and 2), 8.80-8.83 (2H, m); m/z (ES+) 349 (M++H).

후처리

  1. customPurification by chromatography on silica gel eluting with dichloromethane containing 2% methanol
  2. customrecrystallisation from dichloromethane/isohexane

출처 및 근거

ORD 기록
ord-34744065012a49359d7f1f3482c5711a
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900215B2

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