Diisopropylethylamine → HCID 44476578, compound

Participants

Reaction Conditions

Reaction Steps

4-[(Difluoromethyl)oxy]benzoic acid (Aldrich; 121 mg, 0.642 mmol) was stirred in DMF (1 ml) with HATU (244 mg, 0.642 mmol) and DIPEA (0.28 ml, 1.605 mmol) at room temperature for 30 mins before adding a solution of N-hydroxy-5-isoquinolinecarboximidamide (D1, 100 mg, 0.535 mmol) in DMF (1 ml). The resulting mixture was heated to 110° C. for 2 hrs in a Biotage Initiator microwave. The solvent was removed under vacuum and the residue was purified by column chromatography on silica, eluting with 0-100% ethyl acetate in cyclohexane. The relevant fractions were combined and concentrated under vacuum to provide a crude material, which was further purified by Mass Directed Preparative HPLC (Supelcosil ABZ+Plus column, eluting with solvents A/B (A: Water+0.1% Formic acid, B: MeCN:Water 95:5+0.05% Formic acid)) to give the title compound as a white solid (48 mg).

Provenance & Evidence