HCID 58092727, compound → HCID 55291325, compound
Reaction equation
[CH3:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C@H](C2C=CC=CC=2)C)[C@@H:3]1[C:15]([NH2:17])=[O:16]>CO.[Pd]>[CH3:1][C@@H:2]1[CH2:6][CH2:5][NH:4][C@@H:3]1[C:15]([NH2:17])=[O:16]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
(2S,3R)-3-Methyl-1-((S)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid amide (Stage P.1, 1.1 g, 4.76 mmol) and Pd on charcoal 10% (0.101 g, 0.947 mmol) in MeOH (20 mL) was shaken under a H2 atm. for 46 h at rt. The RM was then filtered through a Fluoropore Membrane Filter (0.2 μm FG) and evaporated. The residue was dissolved in DCM and evaporated to dryness to give the title compound as white crystals MS: M+H=129.0. 1H-NMR (d6-DMSO, 600 MHz): 7.34 (s, br,1H), 7.10 (s, br,1H), 3.48 (d, 1H), 3.0.2-2.97 (m, 1H), 2.80-2.75 (m, 1H), 2.35-2.28 (m, 1H), 1.88-1.81 (m, 1H), 1.39-1.32 (m, 1H), 0.83 (d, 3H).
Workup
- filtrationThe RM was then filtered through a Fluoropore Membrane
- filtrationFilter (0.2 μm FG)
- customevaporated
- dissolutionThe residue was dissolved in DCM
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-3a47028e13f2460595baffe5fd44f0d5
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08357707B2
Reaction notes
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