Acetonitrile → HCID 14987178, compound

To a solution of trans-N-benzyloxycarbonyl-3-methyl-4-phenylaminopiperidine (1.5 g, 4.6 mmol), 4-dimethylaminopyridine (375 mg, 3.1 mmol), and acetonitrile (10 ml) is added propionyl chloride (3.6 ml, 41 mmol). The solution is stirred and refluxed for 30 minutes, cooled to room temperature, and diluted with a saturated solution of sodium carbonate (30 ml). The resultant mixture is extracted with ethyl acetate (2×30 ml) and the organic phases combined, dried over magnesium sulfate, and concentrated to an oily residue which is chromatographed on silica gel (1/1 EtOAc/Hex) to give trans-N-benzyloxycarbonyl-3-methyl-4-[(1-oxopropyl)-phenylamino]piperidine as an oil: 1.6 g, 91%.

1. temperaturerefluxed for 30 minutes
2. extractionThe resultant mixture is extracted with ethyl acetate (2×30 ml)
3. dry with materialdried over magnesium sulfate
4. concentrationconcentrated to an oily residue which
5. customis chromatographed on silica gel (1/1 EtOAc/Hex)

ORD record

ord-c87de40f669f4638b33a22dd93a51bf0

Source dataset

uspto-grants-1991_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05019583