3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 10223673, compound

HRID 2184008Notes

Reaction equation

HRID 2184008 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.[Cl:15][C:16]1[CH:17]=[C:18]([C:38]#[N:39])[C:19]([C:22]2[CH:27]=[C:26](B3OC(C)(C)C(C)(C)O3)[CH:25]=[CH:24][C:23]=2[F:37])=[CH:20][CH:21]=1>>[Cl:15][C:16]1[CH:17]=[C:18]([C:38]#[N:39])[C:19]([C:22]2[CH:27]=[C:26]([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)[CH:25]=[CH:24][C:23]=2[F:37])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22473601HCID 22473601, compound

Product 1

HCID 10223673HCID 10223673, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 4-chloro-2′-fluoro-5′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile by the method of Example 65 to give 4-chloro-2′-fluoro-5′-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)biphenyl-2-carbonitrile as an off-white solid: δH (360 MHz, CDCl3) 7.29 (1H, d, J 7), 7.43-7.48 (1H, t, J 9), 7.54-7.71 (4H, m), 7.83 (1H, d, J 2), 8.10 (1H, s), 9.02 (1H, d, J 7).

Sources & evidence

ORD record
ord-3b8de61e54234ee98345c8a86dc4751a
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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