Potassium Carbonate → HCID 59255051, compound

A mixture of tert-butyl 4-({[(5-chloro-1-isopropyl-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)carbonyl]amino}methyl)piperidine-1-carboxylate as prepared in 6(1) (4.77 g, 11.2 mmol) in 10% hydrochloric acid methanol solution (30 mL) was stirred at room temperature for 18 h. The mixture was concentrated in vacuo. The residue was dissolved in methanol (15 mL) and tetrahydrofuran (15 mL). To the resulting solution was added potassium carbonate (3.0 g, 21.7 mmol) at room temperature, and the mixture was stirred at room temperature for 18 h. Then, the mixture was filtered through a pad of Celite, washed with methanol/tetrahydrofuran (v/v=1/1, 200 mL). The filtrate was concentrated in vacuo. The residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol/25% ammonium hydroxide (v/v/v=10/1/0.2) to give 3.43 g (94%) of the title compound as a white solid.

1. concentrationThe mixture was concentrated in vacuo
2. dissolutionThe residue was dissolved in methanol (15 mL)
3. stirringthe mixture was stirred at room temperature for 18 h
4. filtrationThen, the mixture was filtered through a pad of Celite
5. washwashed with methanol/tetrahydrofuran (v/v=1/1, 200 mL)
6. concentrationThe filtrate was concentrated in vacuo
7. customThe residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol/25% ammonium hydroxide (v/v/v=10/1/0.2)

ORD record

ord-0d1721e8ef244c8887900f3c6654bb84

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08362038B2