Sodium hydride → HCID 90387563, compound

Participants

Reaction Steps

Ethyl 2-methyl-1H-pyrrole-3-carboxylate (1 g, 6.53 mmol) in tetrahydrofuran (15 mL) at 0° C. was treated with sodium hydride (60% oil dispersion, 0.39 g, 9.8 mmol), stirred for twenty minutes, and then treated with chlorotriisopropylsilane (1.676 mL, 7.83 mmol). The reaction mixture was stirred for three hours and allowed to reach ambient temperature. The reaction mixture was partitioned between ethyl acetate and water, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography (silica gel, 1-8% ethyl acetate in hexanes) to give 1.85 g (91%) of the title compound.

Provenance & Evidence