3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 10177917, compound

HRID 2184028Notes

Reaction equation

HRID 2184028 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:36])=[C:26]([C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([C:34]#[N:35])[CH:29]=3)[CH:27]=2)OC1>>[F:36][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[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:34]#[N:35])[CH:29]=1

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22285298HCID 22285298, compound

Product 1

HCID 10177917HCID 10177917, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 5′-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-2′-fluorobiphenyl-3-carbonitrile as described in Example 65 to give 2′-fluoro-5′-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)biphenyl-3-carbonitrile as a yellow solid: δH (360 MHz, CDCl3) 7.28 (1H, d, J 7), 7.40-7.46 (1H, m), 7.55-7.64 (3H, m), 7.72-7.75 (1H, m), 7.83 (1H, dd, J 7 and 1), 7.89 (1H, d, J 1), 8.11 (1H, s), 8.75 (1H, d, J 7); m/z (ES+) 383 (M++H).

Sources & evidence

ORD record
ord-363b1ca27c2248cb8ef85427e31e1d59
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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