Methylamine → HCID 58748218, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the (R)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-oxo-pyrrolidine-1-carboxylic acid[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide (120 mg, example 81.3) and 12 ml of THF saturated with methylamine was treated at 5° C. with 3.5 ml of AcOH until pH=6 and the mixture was warmed to 22° C. After 1.5 h, the mixture was treated with 24 mg of Na(CN)BH3 and stirring was continued for 2.5 h. The mixture was diluted with 5 ml of water, the pH was adjusted to 14 using 3 N NaOH and the solution was extracted with THF. The organic layer was dried and evaporated to give (R)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-methylamino-pyrrolidine-1-carboxylic acid[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide. Colorless foam. MS 504.0 ([M+H]+)

Provenance & Evidence