Sulfuryl chloride → (R)-7-Chloro-2,3,4,5-tetrahydro-4-(ethenylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine

Participants

Reaction Conditions

Reaction Steps

To a solution of 4.4g (16.1 mmol) of Compound B of Example 347 in 75 ml of methylene chloride, at -78° C. and under argon, was added dropwise approximately one-half of a solution of 2.5 ml (24.2 mmol) of 2-chlorosulfonyl chloride in 15 ml of methylene chloride. Then was added rapidly dropwise 5 ml of DIPEA, followed by the remaining sulfonyl chloride solution and an additional 2.4 ml of DIPEA (total 7.4 ml, 40.3 mmol). The resulting pale yellow solution was stirred at -78° C. for 0.5 hr, allowed to warm to rt and reduced to one-half volume. The solution of crude Compound A was used directly.

Provenance & Evidence