HCID 67440441, compound → HCID 67440544, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 6-methanesulfonyl-3,3-dimethyl-2-(3-nitro-phenyl)-1,2,3,4-tetrahydro-quinoline (6.5 g, 18 mmol) in ethanol 95% (100 mL) and 10% hydrochloric acid (10 mL) was added iron (3.04 g, 54 mmol). The reaction mixture was stirred at 95° C. for 5 h. Then the insoluble solid was filtered off and the filtrate was concentrated in vacuo and the residue was extracted with ethyl acetate (2×200 mL), washed with 30% sodium hydroxide in water (2×100 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford 3-(6-methanesulfonyl-3,3-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine (3.7 g, 25%) as a yellow solid: LC/MS m/e calcd for C18H22N2O2S (M+H)+: 331.45, observed: 331.1.

Provenance & Evidence