Methyl iodide → 3-(3-Chloro-2-fluorophenyl)-1-methylpyrrolidin-3-ol

Participants

Reaction Steps

Preparation according to Example 34: (−)-1-benzyl-3-(3-chloro-2-fluorophenyl)pyrrolidin-3-ol (0.748 g, 2.45 mmol), iodomethane (1 mL, 15.9 mmol), dimethyl formamid (3 mL), morpholine (2 mL). Purification by flash chromatography on silica gel (ethyl acetate/methanol, 1:0 to 1:1). Yield: 0.193 g. [α]D=−25.7° (methanol). The amine was converted to the oxalic acid salt and recrystallized from methanol/diethyl ether/diisopropyl ether: M.p. 123-125° C.; MS m/z (relative intensity, 70 eV) 229 (M+, 14), 157 (11), 129 (7), 58 (27), 57 (bp).

Provenance & Evidence