Acetonitrile → HCID 59243619, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of cyclopentyl(2S)-4-[(4-bromophenyl)amino]-2-[(tert-butoxycarbonyl)amino]butanoate (0.66 g, 1.495 mmol), benzyl bromide (1.023 g, 5.98 mmol) and K2CO3 (0.620 g, 4.49 mmol) was added MeCN (15 ml) and DMF (1 ml). The suspension was heated overnight at 60° C. The reaction was then poured onto a mixture of water and EtOAc, the layers separated and the aqueous layer extracted with EtOAc. The combined organics were washed with water and brine, then dried (MgSO4), filtered and evaporated in vacuo to give an oil (˜1.5 g) which was subjected to column chromatography eluting with 5 to 10% EtOAc in hexanes to give the product (550 mg, 1.1 mmol, 69% yield). LCMS purity 95%: m/z 532 [M+H]+.

Provenance & Evidence