3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 10110040, compound

HRID 2184024Notes

Reaction equation

HRID 2184024 reaction equation
Br[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]2=[N:4][CH:3]=1.[F:15][C:16]1[C:21]([C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)=[C:20]([F:28])[CH:19]=[CH:18][C:17]=1B(O)O>>[F:28][C:20]1[C:21]([C:22]2[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=2)=[C:16]([F:15])[CH:17]=[CH:18][C:19]=1[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]2=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22240089HCID 22240089, compound

Product 1

HCID 10110040HCID 10110040, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 2,4-difluoro-3-(pyridin-4-yl)benzeneboronic acid as described in Example 65 to give 3-[2,4-difluoro-3-(pyridin-4-yl)phenyl]-7-trifluoromethylimidazo[1,2-α]pyrimidine as a white solid. Bis-hydrochloride (from ethanol/ethyl acetate): δH (400 MHz, DMSO) 7.60-7.65 (2H, m), 7.96-8.01 (1H, m), 8.16 (2H, d, J 6), 8.34 (1H, s), 9.00-9.02 (2H, m), 9.34 (1H, dd, J 7 and 3); m/z (ES+) 377 (M++H).

Sources & evidence

ORD record
ord-9ffd220aa0d2461c91919d75022c919e
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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