Hydrochloric Acid → HCID 71060759, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 4-(4-(7-chloronaphthalen-2-ylsulfonylcarbamoyl)-2-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)phenyl)-2-(dibutylamino)pyrimidine-5-carboxylate (Example 319, 23 mg, 0.03 mmol) in THF (1.0 mL) and MeOH (1.0 mL) was added 2N NaOH (0.15 mL, 0.30 mmol). The resulting reaction mixture was stirred at 55° C. for 3 h. At 0° C., the reaction mixture was neutralized to pH 3-4 with aq. 1N HCl. The solution was extracted with EtOAc (3×) and the combined organic extracts were dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by preparative HPLC to give the title compound (14 mg, 63%). MS(ESI+) m/z 754.3 (M+H)+.

Provenance & Evidence