Tributylstannane → HCID 10205591, compound

Participants

Reaction Steps

To a solution of 2-(3-bromo-4-chlorophenyl)-N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]pyrazolo[1,5-α]pyridin-7-amine (200 mg, 0.36 mmol) in toluene (15 mL) was added 2,2′-azobisisobutyronitril (30 mg, 0.18 mmol) and tributyltin hydride (282 mg, 97 mmol). After heated at reflux for 24 hours, the reaction mixture was cooled to room temperature. Concentration followed by purification with flash chromatograph (30:70 ethyl acetate/hexanes) gave 2-(4-chlorophenyl)-N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]pyrazolo[1,5-α]pyridin-7-amine as a white foam. 1H NMR (CDCl3): δ 8.02 (d, 1H), 7.72 (m, 1H), 7.60 (d, 2H), 7.41 (d, 2H), 7.35 (m, 1H), 6.31 (d, 1H), 6.03 (m, 2H), 5.17 (br, 1H), 4.32 (m, 1H), 4.00 (m, 1H), 2.18–2.05 (m, 4H), 1.82–1.50 (m, 12H). MS m/z 474 (M+1).

Provenance & Evidence