Hydrochloric Acid → HCID 86694310, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3.96 g of N-{4-bromo-5-methyl-2-[1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-yl]phenyl}acetamide and 18 mL of 12 M hydrochloric acid was stirred at 120° C. for 40 minutes. The reaction mixture was cooled to room temperature, then poured into a mixture of a saturated aqueous sodium hydrogen carbonate solution/ethyl acetate, and adjusted to pH 10 with a 6 M aqueous sodium hydroxide solution. The aqueous layer was separated, and then the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and then the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to obtain 3.36 g of 4-bromo-5-methyl-2-[1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-yl]aniline.

Provenance & Evidence