2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline → HCID 86729578, compound

Participants

Reaction Steps

A mixture of 2-(tert-butoxycarbonylamino)acetic acid (200 mg, 1.14 mmol) and EEDQ (282 mg, 1.26 mmol) in DCM (5 mL) was stirred at room temperature for 15 min, then pivalohydrazide (145 mg, 1.26 mmol) was added and the mixture was continued stirring overnight. The reaction mixture was concentrated and purified by reverse phase chromatography to afford the title compound (100 mg, 32%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.98 (s, 1H), 8.28 (s, 1H), 5.24 (s, 1H), 3.92 (d, J=5.8 Hz, 2H), 1.46 (s, 9H), 1.26 (s, 9H); LRMS (ES) calculated M+Na for C21H25N5O4: 296.2. Found: 296.0.

Provenance & Evidence