Dichloromethane → HCID 131729713, compound

Participants

Reaction Steps

A mixture of N-[(2S)-5-hydroxy-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide (100 mg, 0.392 mmol, Description 3) and 4-pyridinylmethanol (42.7 mg, 0.392 mmol) in DCM (10 ml) were stirred under argon at room temperature. Triphenylphosphine (103 mg, 0.392 mmol) and diisopropyl azodicarboxylate (0.076 ml, 0.392 mmol) were then successively added. The resulting mixture was stirred at room temperature under argon for 16 hours. The reaction mixture was washed with water, dried over sodium sulphate, filtered and evaporated. The desired product was isolated by MDAP and concentrated to a small volume. The residual material was partitioned between dichloromethane and aqueous sodium bicarbonate solution, then the organic layer was separated and evaporated. The free base was dissolved in methanol and treated with ethereal hydrochloride to give the title compound as a hydrochloride salt (84 mg).

Provenance & Evidence