HCID 15479546, compound → HCID 23291913, compound

Participants

Reaction Conditions

Reaction Steps

(1-Isopropyl-4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)amine (Compound 1, 1.3 g, 5.6 mmol) was dissolved in tetrahydrofuran (80 mL) and the solution was cooled to 0° C. under argon. The solution was treated with 1M lithium aluminum hydride (15.0 mL, 15.0 mmol) and the reaction stirred at 0° C. to room temperature for 16 hours. The reaction was cooled to 0° C., poured onto ice and extracted with ether (2×). The combined organic extracts were washed with brine and dried (MgSO4). The filtered solution was concentrated under reduced pressure and the crude product was purified by silica gel chromatography (5% ethyl acetate in hexanes) to give the title compound as an oil.

Provenance & Evidence