Isobutyl iodide → HCID 69491400, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of compound 1h (200 mg, 0.42 mmol), isobutyl iodide (0.144 mL, 1.25 mmol), and potassium carbonate (173 mg, 1.25 mmol) in DMF (2 mL) was sealed in a pressure tube and heated at 85° C. for three days. Additional portions of isobutyl iodide (3 eq) were added each day. The reaction mixture was cooled to rt, diluted with ethyl acetate, washed with water and brine, dried, and concentrated on a rotary evaporator. The residue was dissolved in a mixture of methanol (10 mL) and water (1 mL), and potassium carbonate (200 mg, 1.45 mmol) was added. The reaction mixture was heated at 50° C. for 2 h. The reaction mixture was diluted with water, filtered, and concentrated on a rotary evaporator. The residue was purified by chromatography on silica gel (35% v/v ethyl acetate/hexane) to give compound 7a (100 mg, 54%) as a pale yellow solid. ESI-MS m/e 439.3 (M+1).

Provenance & Evidence