Tributylstannane → HCID 10181645, compound

Participants

Reaction Steps

To a solution of 2-(3-bromophenyl)-N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]pyrazolo[1,5-a]pyridin-7-amine (100 mg, 0.19 mmol) in toluene (10 mL) was added tributyltin hydride (112 mg, 0.39 mmol) and 2,2′-azobisisobutyronitrile (9.4 mg, 0.057 mmol). After heating at reflux for 4 hours, the reaction mixture was allowed to cool to room temperature. Concentration, followed by purification with flash chromatography (40:60 ethyl acetate:hexanes) gave N-cyclopentyl-3-[2-(cyclopentylamino)-4-pyrimidinyl]-2-phenylpyrazolo[1,5-a]pyridin-7-amine as a yellow foam (39 mg, 46%). 1H NMR (CDCl3): δ 7.98 (d, 1H), 7.78 (d, 1H), 7.64 (m, 2H), 7.45 (m, 2H), 7.33–7.26 (m, 2H), 6.27 (d, 1H), 6.04 (m, 2H), 5.12 (d, 1H), 4.35 (m, 1H), 4.00 (m, 1H), 2.09–2.03 (m, 4H), 1.81–1.59 (m, 12H). MS m/z 439 (M+1).

Provenance & Evidence