Water → HCID 58495682, compound

Participants

Reaction Conditions

Reaction Steps

Add 6-chloro-3-(3,3-dimethylcyclohexyloxy)-pyridine (1.1 g, 4.59 mmol) and copper(I) cyanide (1.23 g, 13.8 mmol) to NMP (20 mL). Heat the mixture to 190° C. and stir overnight. Cool the mixture to room temperature, add water (30 mL) and diethyl ether (30 mL). Extract the aqueous phase with diethyl ether (3×20 mL). Wash the combined organic extracts with brine (20 mL), dry over Na2SO4, filter, and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel (80 g, pre-packed cartridge) eluting with hexane/EtOAc (1:0 to 1:1 gradient over 60 min, 80 mL/min) to obtain the desired intermediate as a colorless oil (412 mg, 39%). MS (APCI+) m/z: 231 (M+H)+.

Provenance & Evidence