Methanesulfonyl chloride → HCID 86681754, compound

Participants

Reaction Steps

To a solution of tert-butyl 2-(5-(aminomethyl)-1,3-dioxoisoindolin-2-yl)acetate hydrochloride (0.409 g, 1.252 mmol) in dry pyridine (10 ml) cooled to 0° C., methanesulfonyl chloride (0.117 ml, 1.502 mmol) was added. The reaction was warmed to room temperature and stirred overnight. Additional methanesulfonyl chloride (0.148 ml, 1.878 mmol) was added over 24 hours cooling at 0° C. and stirring at room temperature. The solvent was removed under vacuum and the residue was portioned between ethyl acetate and 1N HCl. The organic phase was washed with brine and dried over sodium sulfate. The solvent was evaporated to dryness affording tert-butyl 2-(5-(methylsulfonamidomethyl)-1,3-dioxoisoindolin-2-yl)acetate (0.461 g, 1.251 mmol, MS/ESI+ 390.9 [MNa]+). This crude was used in the following steps without purification.

Provenance & Evidence