3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 69708908, compound

HRID 2184032Notes

Reaction equation

HRID 2184032 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[C:23]([CH3:37])=[C:24]([C:28]3[C:29]([C:35]#[N:36])=[CH:30][C:31]([F:34])=[CH:32][CH:33]=3)[CH:25]=[CH:26][CH:27]=2)OC1>>[F:34][C:31]1[CH:30]=[C:29]([C:35]#[N:36])[C:28]([C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([C:2]3[N:6]4[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]4=[N:4][CH:3]=3)[C:23]=2[CH3:37])=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22473600HCID 22473600, compound

Product 1

HCID 69708908HCID 69708908, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 3′-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-4-fluoro-2′-methylbiphenyl-2-carbonitrile as described in Example 65 to give 4-fluoro-2′-methyl-3′-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)biphenyl-2-carbonitrile as a white solid: δH (360 MHz, CDCl3) 1.94 (3H, s), 7.26 (1H, d, J 7), 7.40-7.51 (6H, m), 8.08 (1H, s), 8.35 (1H, d, J 7); m/z (ES+) 397 (M++H).

Sources & evidence

ORD record
ord-d1bbfc74a3f34985b997d1d72f12c2e8
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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