Hydrochloric Acid → HCID 23086688, compound

Participants

Reaction Steps

To a suspension of lithium aluminum hydride (14.5 mg, 0.38 mmol) in tetrahydrofran (1 mL) was added ethyl 5-oxo-3-(3-trifluoromethylphenyl)-7,8-dihydro-6H-cinnoline-7-carboxylate (92.8 mg, 0.25 mmol) obtained in Example 2 at −40° C., followed by stirring as it is for 1 hour and gradually elevating temperature up to room temperature. Ethyl acetate (3 mL) and a 1N HCl solution (0.5 mL) were added to quench the reaction, followed by further adding distilled water (2 mL) for extraction. An organic layer obtained by washing with a saturated saline solution was dried with sodium sulfate anhydride, followed by filtering the drying agent, concentrating the organic layer under reduced pressure and purification of thus obtained residue using silica gel column chromatography (methylene chloride/methanol=10/1) to obtain an objective compound (29.9 mg, 36.3%).

Provenance & Evidence