Toluene → HCID 22324082, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 7-amino-3-cyclohexyl-1,2-dihydro-1,2,4-benzothiadiazine-1,1-dioxide (0.5 g; 2 mmol) in dry THF (10 ml) at −70° C. was added a solution of 1.5 M DIBALH in toluene (2.7 ml; 4 mmol) under N2. The reaction mixture was stirred for 2 h at −70° C.; 2 h at −40° C. and then warmed to 0° C. The reaction was quenched with H2O and stirred for 30 min. at 0° C. and left over night without stirring at +5° C. The mixture was evaporated to dryness, resuspended in MeOH and filtered. The isolated solid was washed thoroughly with MeOH and filtered. The combined filtrates was adsorped onto silica gel. Column chromatography (EtOAc) gave 200 mg of product.

Provenance & Evidence