2-Bromo-6-methylpyridine → HCID 9878739, compound

HRID 1796018Notes

Reaction equation

HRID 1796018 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1.C([Sn](CCCC)(CCCC)[C:14]1[N:18]2[CH:19]=[CH:20][C:21]([C:23]([F:26])([F:25])[F:24])=[N:22][C:17]2=[N:16][CH:15]=1)CCC>>[CH3:8][C:4]1[N:3]=[C:2]([C:14]2[N:18]3[CH:19]=[CH:20][C:21]([C:23]([F:24])([F:25])[F:26])=[N:22][C:17]3=[N:16][CH:15]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 792052-Bromo-6-methylpyridineHCID 11294484Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)-

Product 1

HCID 9878739HCID 9878739, compoundYield 36.5%

Procedure

2-Bromo-6-methylpyridine (367 mg, 2.1 mmol) was coupled to 3-tributylstannyl-7-trifluoromethylimidazo[1,2-α]pyrimidine (1.4 mmol) by the method of Example 1 to give 3-(6-methylpyridin-2-yl)-7-trifluoromethylimidazo[1,2-α]pyrimidine (142 mg) as a white solid: δH (400 MHz, DMSO) 2.62 (3H, s), 7.26 (1H, d, J 7.4), 7.70 (1H, d, J 7.4), 7.86 (1H, t, J 7.8), 7.94 (1H, s), 8.83 (1H, s), 10.55 (1H, d, J 7.8); m/z (ES+) 279 (M++H).

Sources & evidence

ORD record
ord-5a609399c0b949e5a699645ab0c4f9b3
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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