HCID 131729682, compound → tert-Butyl ((3S,5R)-5-methylpiperidin-3-yl)carbamate
Reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:11])[O-:10])[CH:5]=[N:6][CH:7]=1>C(O)(=O)C.[Rh].[Pt](=O)=O>[CH3:1][C@H:2]1[CH2:7][NH:6][CH2:5][C@@H:4]([NH:8][C:9](=[O:10])[O:11][C:2]([CH3:3])([CH3:7])[CH3:1])[CH2:3]1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
To a solution of 5-methylpyridin-3-ylcarbamate (3 g, 14 mmol) in glacial acetic Acid (50 mL) was added 5% Rhodium on active carbon (0.5 g) and Platinum(IV) oxide (0.5 g) in the hydrogenation steel bomb. The mixture was sealed and hydrogenated at 200 psi and 70° C. for 48 hours. The mixture was filtered through Celite and concentrated to give cis-(+/−)-tert-butyl 5-methylpiperidin-3-ylcarbamate. LCMS (m/z): 215.1 (MH+).
Workup
- customThe mixture was sealed
- filtrationThe mixture was filtered through Celite
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-9da25f49c79b41699ac9ab12337dabf5
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08168794B2
Reaction notes
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