Sodium hydride → HCID 59314412, compound

Participants

Reaction Steps

A solution of 2-[(1-hydroxynaphthalene-2-carbonyl)amino]indan-2-carboxylic acid ethyl ester (289) (560 mg, 1.5 mmol) in dry DMF is treated with NaH oil dispersion (60%, 100 mg, 2.25 mmol, 1.5 eq) and stirred for 10 min. The cyclobutyl bromide (405 mg, 3 mmol, 2 eq) is added and the reaction heated and stirred in the microwave at 150° C. for 3 hours. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (75 mL) and washed with water (2×30 mL) and brine (30 mL). The organic layer is dried over MgSO4 and concentrated in vacuo. The residue is purified by flash chromatography (200 g silica gel, 10% EtOAc in heptane) to give white solid. (290 mg, 45%)

Provenance & Evidence