2-Chloropyridine → HCID 9921462, compound

HRID 1796015Notes

Reaction equation

HRID 1796015 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.C([Sn](CCCC)(CCCC)[C:13]1[N:17]2[CH:18]=[CH:19][C:20]([C:22]([F:25])([F:24])[F:23])=[N:21][C:16]2=[N:15][CH:14]=1)CCC>>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:13]1[N:17]2[CH:18]=[CH:19][C:20]([C:22]([F:23])([F:24])[F:25])=[N:21][C:16]2=[N:15][CH:14]=1

Participants

3

Reactant 2

HCID 79772-ChloropyridineHCID 11294484Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)-

Product 1

HCID 9921462HCID 9921462, compoundYield 26.8%

Procedure

2-Chloropyridine (361 μl, 3.78 mmol) was coupled to 3-tributylstannyl-7-trifluoromethylimidazo[1,2-α]pyrimidine (1.89 mmol) by the method of Example 1 to give 3-(pyridin-2-yl)-7-trifluoromethyl-imidazo[1,2-α]pyrimidine (134 mg) as a white solid: δH (400 MHz, CDCl3) 7.24-7.30 (1H, m), 7.33 (1H, d, J 7.0), 7.82-7.84 (2H, m), 8.51 (1H, s), 8.68-8.70 (1H, m), 10.54 (1H, d, J 7.0); m/z (ES+) 265 (M++H).

Sources & evidence

ORD record
ord-fea9e936d159482fa91c49d5c2b0c33a
Source dataset
uspto-grants-2006_04
Patent number
US07030128B2

Reaction notes

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