Cesium carbonate → (S)-1-(3-methoxy-5-nitrophenyl)-2-methylpyrrolidine

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-bromo-3-methoxy-5-nitrobenzene (500 mg, 2.16 mmol), (S)-2-methylpyrrolidine (200 mg, 2.37 mmol), Pd2(dba)3 (248 mg, 0.43 mmol), BINAP (538 mg, 0.86 mmol), Cs2CO3 (2.11 g, 6.48 mmol) and dioxane (20 mL) was heated to 100° C. with stirring for 16 h under N2. The solvent was removed in vacuo and the resulting residue was purified by column chromatography (petroleum ether:ethyl acetate=5:1) to afford (S)-1-(3-methoxy-5-nitrophenyl)-2-methylpyrrolidine (430 mg, 85%) as yellow oil. LC-MS: 237 [M+H]+, tR=1.77 min.

Provenance & Evidence