2-Chloro-6-(trifluoromethyl)pyridine → HCID 9945466, compound

HRID 1796017Notes

Reaction equation

HRID 1796017 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[N:3]=1.C([Sn](CCCC)(CCCC)[C:17]1[N:21]2[CH:22]=[CH:23][C:24]([C:26]([F:29])([F:28])[F:27])=[N:25][C:20]2=[N:19][CH:18]=1)CCC>>[F:28][C:26]([F:27])([F:29])[C:24]1[CH:23]=[CH:22][N:21]2[C:17]([C:2]3[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[N:3]=3)=[CH:18][N:19]=[C:20]2[N:25]=1

Participants

3

Reactant 2

HCID 6023342-Chloro-6-(trifluoromethyl)pyridineHCID 11294484Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)-

Product 1

HCID 9945466HCID 9945466, compoundYield 14%

Procedure

2-Chloro-6-trifluoromethylpyridine (385 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 7-trifluoromethyl-3-(6-trifluoromethyl-pyridin-2-yl)imidazo[1,2-α]pyrimidine (65 mg) as a white solid: δH (360 MHz, DMSO) 7.89 (2H, d, J 7.4), 8.27 (1H, t, J 7.9), 8.46 (1H, d, J 7.4), 9.01 (1H, s), 10.26 (1H, d, J 7.4); m/z (ES+) 333 (M++H).

Sources & evidence

ORD record
ord-ee67240849cf43cd8452fbc622e69cdc
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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