3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 9924315, compound

HRID 2184041Notes

Reaction equation

HRID 2184041 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.CC1(C)COB([C:22]2[CH:23]=[CH:24][C:25]([F:33])=[C:26]([N:28]3[CH:32]=[CH:31][CH:30]=[CH:29]3)[CH:27]=2)OC1>>[F:33][C:25]1[CH:24]=[CH:23][C:22]([C:2]2[N:6]3[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]3=[N:4][CH:3]=2)=[CH:27][C:26]=1[N:28]1[CH:32]=[CH:31][CH:30]=[CH:29]1

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22473566HCID 22473566, compound

Product 1

HCID 9924315HCID 9924315, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled to 1-[5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-2-fluorophenyl]-1H-pyrrole by the method of Example 65 to furnish 3-[4-fluoro-3-(pyrrol-1-yl)phenyl]-7-trifluoromethylimidazo[1,2-α]pyrimidine: δH (400 MHz, DMSO) 9.37 (1H, d, J 7), 8.33 (1H, s), 7.97 (1H, d, J 8 and 2), 7.75-7.62 (2H, m), 7.52 (1H, d, J 7), 7.30 (2H, q, J 2), 6.32 (2H, t, J 2); m/z (ES+) 347 (M+H+).

Sources & evidence

ORD record
ord-aed45a3c00ff46e98c7df725dd1b3c63
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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