Hydrochloric Acid → HCID 86731017, compound

Participants

Reaction Conditions

Reaction Steps

To a vial containing 1-(8-cyano-1,4-dioxaspiro[4.5]dec-7-yl)-3-(phenylamino)-1H-pyrazole-4-carboxamide (Example #2-4, 37 mg, 0.10 mmol) was added THF (0.38 mL), and 1N aqueous HCl (0.13 mL). The resulting mixture was heated to 75° C. for 5.5 hours. The reaction mixture was allowed to cool to ambient temperature and was diluted with EtOAc. The layers were separated and the organic layer was washed with water, saturated aqueous NaHCO3, brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was dissolved in DMSO and purified by reverse-phase preparative HPLC (MeCN/water, with 0.1% v/v TFA modifier). Desired fractions were identified, combined, and lyophilized to afford the title compound as a 1:1 mixture of cis and trans isomers.

Provenance & Evidence