Hydrochloric Acid → HCID 59190355, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the compound prepared in Example 9 (22 mg, 0.1 mmol) in acetic acid (1 mL) were added formalin (0.1 mL) and tert-butyl piperidin-4-ylcarbamate (30 mg, 0.5 mmol). The reaction mixture was stirred at 80° C. for 1 h. The LC/MS showed a peak of m/e=462. Aqueous HCl (3N, 1 mL) was added and the resulting mixture was heated to 100° C. for 4 h. The LC/LC/MS; (M+H)+=analysis indicated the formation of the desired product. The mixture was cooled, concentrated and the residue was purified by preparative RP HPLC eluting with a mixture of methanol in water containing 0.1% TFA. The fractions containing the desired product were collected, concentrated and converted to HCl salt to afford the title compound (40 mg) as a solid. LC/MS; (M+H)+=332.

Provenance & Evidence