2-Chloro-6-methoxypyridine → HCID 9835756, compound

HRID 1796019Notes

Reaction equation

HRID 1796019 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[N:3]=1.C([Sn](CCCC)(CCCC)[C:15]1[N:19]2[CH:20]=[CH:21][C:22]([C:24]([F:27])([F:26])[F:25])=[N:23][C:18]2=[N:17][CH:16]=1)CCC>>[CH3:9][O:8][C:4]1[N:3]=[C:2]([C:15]2[N:19]3[CH:20]=[CH:21][C:22]([C:24]([F:25])([F:26])[F:27])=[N:23][C:18]3=[N:17][CH:16]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 870092-Chloro-6-methoxypyridineHCID 11294484Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)-

Product 1

HCID 9835756HCID 9835756, compoundYield 10.4%

Procedure

2-Chloro-6-methoxypyridine (305 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-methoxypyridin-2-yl)-7-trifluoromethylimidazo[1,2-α]pyrimidine (43 mg) as a white solid: δH (400 MHz, DMSO) 4.04 (3H, s), 6.84 (1H, d, J 8.2), 7.73 (2H, t, J 6.7), 7.88 (1H, t, J 7.8), 8.81 (1H, s), 10.37 (1H, d, J 7.0); m/z (ES+) 295 (M++H).

Sources & evidence

ORD record
ord-23ee651915174adcab06284baf96d414
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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