Methanol → HCID 22242775, compound

Participants

Reaction Steps

To a solution of 1-(4-cyano-1,3-oxazol-2-yl)-3-hydroxyazetidine (214 mg, 1.30 mmol) (obtained as described in Reference Example 23(2)) in a mixture of methylene chloride (10 ml) and pyridine (5 ml) were added methanesulfonyl chloride (0.50 ml, 6.50 mmol) and triethylamine (0.90 ml, 6.50 mmol) in an ice bath. After stirring the mixture in the ice bath for 10 minutes, the resulting mixture was stirred at room temperature for 2 hours. After checking the completion of the reaction, methanol (1 ml) was added thereto in an ice bath and then the resulting mixture was stirred at room temperature for 30 minutes. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using ethyl acetate as the eluant to afford 1-(4-cyano-1,3-oxazol-2-yl)-3-methanesulfonyloxyazetidine (310 mg, yield 98%) as a colorless oil.

Provenance & Evidence