Dimethyl Sulfoxide → HCID 89397317, compound

Participants

Reaction Steps

To a solution of oxalyl chloride (1.92 mL, 0.022 moles) in dry DCM (25 mL) at −78° C. was added DMSO (3.12 mL, 0.044 moles) and stirred for 30 min. Then to the reaction mixture at the same temperature was added a solution of 4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-(hydroxymethyl)pyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile (IVa) (7.5 g, 0.0184 moles) in 100 mL DCM and continued stirring for 1 h. The reaction mixture was quenched with triethylamine (13 mL) at −30° C. and stirred for 1 h. Then it was diluted with DCM and washed with water, brine, dried over Na2SO4 and concentrated to get the title compound which was used in the next step without further purification.

Provenance & Evidence