Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)- → HCID 10269115, compound

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Reaction Steps

2-Bromo-6-(thien-3-yl)pyridine (2.20 g, 9.1 mmol) was coupled to 3-tributylstannyl-7-trifluoromethylimidazo[1,2-α]pyrimidine (9.0 mmol) by the method of Example 1. Purification by chromatography on silica gel eluting with isohexane on a gradient of ethyl acetate (10-80%) and trituration with isohexane followed by crystallisation from ethyl acetate-isohexane gave 3-[6-(thien-3-yl)pyridin-2-yl]-7-trifluoromethyl-imidazo[1,2-α]pyrimidine (350 mg) as a pale yellow solid: δH (400 MHz, CDCl3) 7.40 (1H, d, J 7), 7.48-7.50 (1H, m), 7.60 (1H, d, J 8), 7.69-7.73 (2H, m), 7.86 (1H, dd, J 8 and 8), 7.92-7.94 (1H, m), 8.54 (1H, s), 10.56 (1H, d, J 7); m/z (ES+) 347 (M++H).

Provenance & Evidence