Lithium borohydride → (R)-1-Hydroxy-3-(2-(methoxymethyl)-7-methyl-2H-indazol-5-yl)propan-2-yl 4-(2-oxo-1,2-dihydroquinolin-3-yl)piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

(R)-1-Methoxy-3-(2-(methoxymethyl)-7-methyl-2H-indazol-5-yl)-1-oxopropan-2-yl 4-(2-oxo-1,2-dihydroquinolin-3-yl)piperidine-1-carboxylate (0.70 g, 1.32 mmol) was dissolved in tetrahydrofuran (10 mL) and cooled to 0° C. To this solution was added lithium borohydride (0.12 g, 4.0 equiv). After 30 min, the ice bath was removed and the mixture stirred at room temperature for 3 h. The reaction mixture was diluted with ethyl acetate and carefully quenched with 10% citric acid. The organic layer was separated and washed with water (2×), brine (2×), dried over sodium sulfate, and concentrated to afford 0.68 g (99%) which was used without purification. Mass spec.: 505.3 (MH)+.

Provenance & Evidence