Water → HCID 66890967, compound

HRID 1807679Notes

Reaction equation

HRID 1807679 reaction equation
[C:1]([NH:4][CH2:5][C@@H:6]1[CH2:10][CH2:9][N:8]([C@H](C2C=CC=CC=2)C)[C@@H:7]1[C:19]([NH2:21])=[O:20])(=[O:3])[CH3:2].O>CO.[Pd]>[C:1]([NH:4][CH2:5][C@@H:6]1[CH2:10][CH2:9][NH:8][C@@H:7]1[C:19]([NH2:21])=[O:20])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 962WaterHCID 66851478HCID 66851478, compound

Product 1

HCID 66890967HCID 66890967, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,3S)-3-(acetylamino-methyl)-1-((S)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid amide (Stage 36.2) (0.48 mmol) and 10% Pd on charcoal, wet with 50% H2O (Aldrich 330108) (0.096 mmol) in MeOH (5 mL) was hydrogenated for 6.5 h at rt. The reaction mixture was then filtered through a Fluoropore Membrane Filter (0.2 μm FG) and evaporated. The residue was dissolved in CH2Cl2 and evaporated to dryness to afford the title compound as an off-white solid. ESI-MS: [M+H]+ 186; TLC: Rf=0.08 (200:20:1 CH2Cl2/MeOH/conc. NH4OH).

Workup

  1. filtrationThe reaction mixture was then filtered through a Fluoropore Membrane
  2. filtrationFilter (0.2 μm FG)
  3. customevaporated
  4. dissolutionThe residue was dissolved in CH2Cl2
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-f6e4fe6809ba4fbb8f9f0b6d935737c5
Source dataset
uspto-grants-2013_01
Patent number
US08357707B2

Reaction notes

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