Cyclohexaneacetic acid → HCID 67134013, compound

Participants

Reaction Steps

760 mg (6 mmol) of oxalyl chloride and a catalytic amount of DMF (100 μl) were added at 0° C. to a suspension of 427 mg (3 mmol) of 2-cyclohexylacetic acid in DCM (45 ml). After stirring for 4 h at RT, the mixture was concentrated in vacuo. The residue was taken up in dioxane (30 ml), and 670 mg (8 mmol) of NaHCO3 were added. After stirring for 5 min at RT, 408 mg (2 mmol) of 2-(ethylthio)quinolin-3-amine (VC04) were added. After stirring for 16 h at RT, the reaction solution was diluted with EA and washed with a sat. aq. NaHCO3 soln. and brine, dried over Na2SO4, filtered and concentrated in vacuo. CC (hexane/EA 19:1) of the residue yielded 397 mg (1.0 mmol, 51%) of 2-cyclohexyl-N-(2-ethylsulfanyl-quinolin-3-yl)-acetamide. MS: m/z 329.2 [M+H]+.

Provenance & Evidence