Thiazolidine → HCID 17779975, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-chloro-5-(chloromethyl)pyridine (500 mg, 3.08 mmole) in 4 mL of dry acetonitrile is added 0.42 mL (6.17 mmol) of thiazolidine followed by 852 mg (6.17 mmol) of potassium carbonate. The reaction is heated at 80° C. for 20 h. After cooling, the reaction mixture is quenched with 5 mL of water, extracted three-times with methylene chloride, and dried over sodium sulfate. Concentration of the solvent provided an oil which was purified by silica gel chromatography to provide 275 mg (42% yield) of 2-Chloro-5-thiazolidin-3-ylmethyl-pyridine. Diagnostic C13 NMR (100 MHz, CDCl3) 29.8, 53.6, 57.7, 60.3, 112.4, 124.4, 133.3, 139.6, 150.1; MS 215.2 (M+H).

Provenance & Evidence