L-Alanine → HCID 44476406, compound

Participants

Reaction Steps

A mixture of L-alanine (27.8 mg, 0.312 mmol) and sodium hydride (60%; 9.99 mg, 0.250 mmol) in dimethyl sulfoxide (DMSO) (2 ml) were stirred at room temp for 30 mins. 1-Chloro-5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)isoquinoline (D7; 50 mg, 0.125 mmol) was added and the reaction mixture was left to stir at 120° C. under nitrogen for 48 hrs. The reaction mixture was loaded onto a 10 g SCX column and washed with acetonitrile, then eluted with 10% ammonia in acetonitrile. The solvent was evaporated from the appropriate fractions and the residue was dissolved in dichloromethane and washed with water. The organic phase was passed through a hydrophobic frit and the solvent was removed in vacuo to give the title compound as an orange solid (29 mg)

Provenance & Evidence