3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 10292903, compound

HRID 2184006Notes

Reaction equation

HRID 2184006 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:21]=[CH:20][C:19](B2OC(C)(C)C(C)(C)O2)=[CH:18][C:17]=1[C:31]1[CH:36]=[CH:35][N:34]=[CH:33][C:32]=1[F:37]>>[F:15][C:16]1[CH:21]=[CH:20][C:19]([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:18][C:17]=1[C:31]1[CH:36]=[CH:35][N:34]=[CH:33][C:32]=1[F:37]

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22285312HCID 22285312, compound

Product 1

HCID 10292903HCID 10292903, compoundYield 35%

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled to 4-[2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-3-fluoropyridine using the method of Example 65 to give 3-[4-fluoro-3-(3-fluoropyridin-4-yl)phenyl]-7-trifluoromethylimidazo[1,2-α]pyrimidine as a yellow solid (130 mg, 35%): δH (400 MHz, CDCl3) 7.28 (1H, d, J 7), 7.43-7.48 (2H, m), 7.63-7.68 (2H, m), 8.11 (1H, s), 8.55 (1H, d, J 5), 8.64 (1H, d, J 1), 8.77 (1H, d, J 7).

Sources & evidence

ORD record
ord-49b49bddfb344ab6ad9841361f946a42
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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