5-Bromo-2-phenylpyridine → HCID 10268819, compound

HRID 1796048Notes

Reaction equation

HRID 1796048 reaction equation
C([Sn](CCCC)(CCCC)[C:6]1[N:10]2[CH:11]=[CH:12][C:13]([C:15]([F:18])([F:17])[F:16])=[N:14][C:9]2=[N:8][CH:7]=1)CCC.Br[C:28]1[CH:29]=[CH:30][C:31]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[N:32][CH:33]=1>>[C:34]1([C:31]2[CH:30]=[CH:29][C:28]([C:6]3[N:10]4[CH:11]=[CH:12][C:13]([C:15]([F:16])([F:17])[F:18])=[N:14][C:9]4=[N:8][CH:7]=3)=[CH:33][N:32]=2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

3

Reactant 2

HCID 27628625-Bromo-2-phenylpyridineHCID 11294484Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)-

Product 1

HCID 10268819HCID 10268819, compound

Procedure

3-Tributylstannyl-7-trifluoromethylimidazo[1,2-α]pyrimidine was reacted with 5-bromo-2-phenylpyridine (prepared according to the procedure of Tilley and Zawoiski, J. Org. Chem., 1988, 53(2), 386-90) by the method of Example 1 to afford 3-(2-phenylpyridin-5-yl)-7-trifluoromethylimidazo[1,2-α]pyrimidine as a yellow solid: δH (400 MHz, CDCl3) 7.30 (1H, d, J 7), 7.47-7.56 (3H, m), 7.96 (2H, m), 8.09 (2H, dd, J 8 and 1), 8.19 (1H, s), 8.83 (1H, d, J 7), 8.93 (1H, d, J 2); m/z (ES+) 340 (M++H).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-ae3a8d85a5264745982cf16981df3299
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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