3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → HCID 10134852, compound

HRID 2184001Notes

Reaction equation

HRID 2184001 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:35]=[CH:34][S:33][C:32]=1[C:36]#[N: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:35]=[CH:34][S:33][C:32]=1[C:36]#[N:37]

Participants

3

Reactant 2

HCID 113914623-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 22473564HCID 22473564, compound

Product 1

HCID 10134852HCID 10134852, compound

Procedure

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 3-[2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]thiophene-2-carbonitrile as described in Example 65 to give 3-[2-fluoro-5-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)phenyl]thiophene-2-carbonitrile as a yellow solid: δH (400 MHz, CDCl3) 7.32 (1H, d, J 7), 7.44-7.47 (2H, m), 7.63-7.66 (1H, m), 7.72 (1H, d, J 5), 7.88 (1H, dd, J 7 and 2), 8.12 (1H, s), 9.09 (1H, d, J 7).

Sources & evidence

ORD record
ord-1a557b75fa0b4f9e9347148dafcb8aa8
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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