Hydrochloric Acid → HCID 69571538, compound

Participants

Reaction Steps

To a solution of methyl {(2R)-1-[(3,4-dichlorophenyl)sulfonyl]-3oxo-1,2,3,4-tetrahydroquinoxalin-2-yl}acetate (Example 1, Step 3, 371 mg, 0.86 mmol) in THF (2 mL) was added LiAlH(tBuO)3 (3 mL, 3 mmol). The reaction mixture was stirred at room temperature for approximately two weeks and was then poured into 1N HCl (30 mL) and extracted with EtOAc (3×20 mL). The combined organics were washed with brine (1×20 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was subjected to silica gel chromatography eluting with 2%-7% MeOH in CH2Cl2 to give (3R)-4-[(3,4-dichlorophenyl)sulfonyl]-3-(2-hydroxyethyl)-3,4-dihydroquinoxalin-2(1H)-one (211 mg, 61%). LCMS (ES) 400.8.

Provenance & Evidence