1-Chloroethyl chloroformate → HCID 10519055, compound

Participants

Reaction Steps

1-Benzyl-4-[N-ethyl-N-(3-(1,1-dimethylethylamino)-6-chloro-2-pyridinyl)amino]piperidine (EXAMPLE 269, 1.5 g) is dissolved in 8 ml of methylene chloride and cooled to 0°. Then 1-chloroethyl chloroformate (0.54 ml) is added dropwise. The reaction is warmed to 20°-25° and refluxed for 30 min. Then the reaction is concentrated under reduced pressure and 15 ml of methanol is added and the reaction is heated to reflux for 2 hr. Then it is poured into saturated aqueous sodium bicarbonate and extracted with chloroform. The organic extracts are dried over potassium carbonate and concentrated under reduced pressure. Purification by flash column chromatography (90:9.5:0.5; chloroform/methanol/concentrated ammonium hydroxide) gives the title compound.

Provenance & Evidence