Sodium hydride → HCID 69433406, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the product from Step 5 (0.18 g, 0.47 mmol) in dimethylformamide (3 ml) was treated at 0° C. with sodium hydride (0.021 g of a 60% suspension in mineral oil, 0.52 mmol). The reaction mixture was stirred at 0° C. for 10 minutes and treated with another portion of sodium hydride (0.021 g of a 60% suspension in mineral oil, 0.52 mmol) and 1-(2-chloroethyl)pyrrolidine hydrochloride salt (0.088 g, 0.52 mmol) and stirred at room temperature overnight. The reaction mixture was poured onto aqueous sodium bicarbonate solution and the mixture was applied to an SCX column eluting with methanol followed by a mixture of 0.880 ammonia/methanol (1:9). The basic fractions were combined and concentrated in vacuo. The residue was chromatographed on silica gel eluting with 0.880 ammonia/methanol/dichloromethane (0.5:4.5:95) to afford the title compound (0.081 mg, 36%); MS(ES+) m/e 465 [M+H]+.

Provenance & Evidence