Sodium hydride → HCID 69158211, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the product of Example 38 (30 mg, 0.102 mmol), in N,N-dimethylformamide (2 ml), was added sodium hydride (60% dispersion in mineral oil, 4 mg, 0.10 mmol). After 5 minutes at room temperature 2-(dimethylamino)ethyl chloride hydrochloride (15 mg, 0.102 mmol) and sodium hydride (60% dispersion in mineral oil, 4 mg, 0.102 mmol) were added and the reaction heated at 60° C. for 5 hours. The solvent was evaporated in vacuo and the residue was partitioned between ethyl acetate and 2M sodium hydroxide solution. The organic phase was separated then washed with water (×3), dried over anhydrous sodium sulphate and evaporated in vacuo. Purification of the residue by silica gel chromatography eluting with 10% methanol in dichloromethane gave the free base of the title compound. The product was dissolved in methanol (1 ml) and treated with a 1M solution hydrochloric acid (36 uL, 0.036 mmol) in diethyl ether and evaporated in vacuo to yield the title compound (14 mg, 32%); MS (ES+) m/e 366 (M+H]+.

Provenance & Evidence