Hydrochloric Acid → HCID 86690244, compound

Palladium on carbon (5%) (857 mg, 0.403 mmol) and HCl (concentrated) (734 μL, 24.3 mmol) were added to (2R,4R)-4-methoxy-2-methyl-1-((R)-1-phenylethyl)piperidine (1.88 g, 8.05 mmol) in MeOH (80 mL). Hydrogen was bubbled through the reaciton mixture for 15 min. After 1 h, the reaction mixture was filtered through Celite®. The filtrate was washed with a solution of DCM/MeOH (4:1) and concentrated in vacuo to give the title compound. 1H NMR (400 MHz, MeOD) δ ppm 3.40-3.51 (m, 2 H), 3.38 (s, 3 H), 3.19-3.28 (m, 1 H), 3.01 (td, J=13.5, 2.7 Hz, 1 H), 2.19-2.36 (m, 2 H), 1.48 (tdd, J=13.7, 10.7, 4.5 Hz, 1 H), 1.35 (d, J=6.6 Hz, 3 H), 1.25-1.33 (m, 1 H); [α]25D+15.03 (c 1.0, MeOH).

1. customHydrogen was bubbled through the reaciton mixture for 15 min
2. filtrationthe reaction mixture was filtered through Celite®
3. washThe filtrate was washed with a solution of DCM/MeOH (4:1)
4. concentrationconcentrated in vacuo

ORD record

ord-0d83fb1305934eddb062423131d5722d

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08846656B2