Hydrochloric Acid → HCID 67497802, compound

Participants

Reaction Steps

Amide 34.8.F (40 mg, 0.08 mmol) was dissolved in DMF, treated with NaH (3 mg, 0.08 mmol) and then MeI (5 μl, 0.08 mmol). The reaction mixture was partitioned with H2O/EtOAc. The organic layer was dried with sodium sulfate, filtered, and concentrated. The residue was purified on a prepHPLC (C18, ACN:H2O:0.1% TFA, gradient). The desired fractions were combined and partitioned with NaHCO3 (sat)/EtOAc. The organic layer was dried with sodium sulfate, filtered, and concentrated to yield 22 mg. The residue was treated with HCl (4.0 M, dioxane) and concentrated to dryness. The solid was partitioned with NaHCO3 (sat)/EtOAc. The organic layer was dried with sodium sulfate, filtered, and concentrated to yield 34.8 (15 mg). LC-MS (+esi, M+H+=429.1).

Provenance & Evidence