3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 10294391, compound

HRID 2183973Notes

Reaction equation

HRID 2183973 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.[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23]1[C:28]([F:29])=[CH:27][CH:26]=[C:25](B(O)O)[C:24]=1[F:33])#[N:16]>>[F:29][C:28]1[C:27]([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:26][CH:25]=[C:24]([F:33])[C:23]=1[C:18]1[C:17]([C:15]#[N:16])=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22473587HCID 22473587, compound

Product 1

HCID 10294391HCID 10294391, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine and 2′-cyano-2,6-difluorobiphenyl-3-boronic acid were coupled using the procedure described in Example 1 to give 2′,6′-difluoro-3′-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)biphenyl-2-carbonitrile as a white solid: δH (360 MHz, CDCl3) 7.30-7.34 (2H, m), 7.59-7.68 (3H, m), 7.75-7.79 (1H, m), 7.88 (1H, dd, J 7 and 1), 8.13 (1H, s), 8.78 (1H, dd, J 7 and 4).

Sources & evidence

ORD record
ord-70c793bcbbd244f28cb04b8c5c08c9fc
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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