Butylamine → HCID 19024413, compound

Participants

Reaction Steps

To a solution of 3.9 mL (2.9 g, 39.5 mmole) of n-butylamine and 1.3 mL (0.95 g, 9.4 mmole) of triethylamine in 40 mL of dry methylene chloride was added 3.39 g (7.9 mmole, based on 89% purity) of [2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl bromide (prepared as in Step D). The mixture was stirred under N2 at room temperature overnight and then concentrated to dryness. The viscous oil was dissolved in some fresh methylene chloride and evaporated onto silica gel (the minimum amount required to give a dry powder). This was layered on top of a silica gel flash column, which was eluted initially with 1:1 hexane-EtOAc and then with a larger volume of EtOAc alone. The fractions containing pure product were combined and concentrated in vacuo to yield 2.1 g (70%) of the title compound as a white solid, mp 98°-99° C., homogeneous by TLC (EtOAc); FAB-MS m/e 375 (M+1)+.

Provenance & Evidence