3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 10222605, compound

HRID 2183966Notes

Reaction equation

HRID 2183966 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[CH:17]=[CH:18][CH:19]=[C:20]([C:38]#[N:39])[C:21]=1[C:22]1[CH:27]=[C:26](B2OC(C)(C)C(C)(C)O2)[CH:25]=[CH:24][C:23]=1[F:37]>>[F:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]([C:38]#[N:39])[C:21]=1[C:22]1[CH:27]=[C:26]([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:25]=[CH:24][C:23]=1[F:37]

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 114732892′,6-Difluoro-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)[1,1′-biphenyl]-2-carbonitrile

Product 1

HCID 10222605HCID 10222605, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 6,2′-difluoro-5′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile as described in Example 1 to give 6,2′-difluoro-5′-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)biphenyl-2-carbonitrile as an off-white solid: δH (400 MHz, CDCl3) 7.29 (1H, d, J 7), 7.44-7.71 (6H, m), 8.11 (1H, s), 9.00 (1H, d, J 7); m/z (ES+) 401 (M++H).

Sources & evidence

ORD record
ord-a81af1c24d65438ab88f573265fa9b57
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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