HCID 71246043, compound → HCID 71246306, compound

Participants

Reaction Steps

A suspension of 5-(1-benzyl-1H-pyrazol-4-yl)-2-methoxy-3-nitropyridine (Preparation 8a, 3.5 g, 11.28 mmol) in acetic acid (50 mL) was added to a cooled (10° C.) suspension of zinc (3.67 g, 56.25 g) in acetic acid (50 mL) and the resulting mixture was stirred at ambient temperature for 1.5 hours. The mixture was filtered and the solid washed with methylene chloride (50 mL). The combined filtrate and washings were evaporated and the residue was purified by flash chromatography (20-40% ethyl acetate in hexanes) to give a brown oil which was treated with a 1:1 mixture of hexanes/diethyl ether (40 mL). The resulting solid was filtered, washed with hexane and dried to yield the title compound (2.33 g, 74%) as a beige solid.

Provenance & Evidence