Water → HCID 58092709, compound

HRID 1807684Notes

Reaction equation

HRID 1807684 reaction equation
[N:1]1([CH2:7][C@@H:8]2[CH2:12][CH2:11][N:10]([C@H](C3C=CC=CC=3)C)[C@@H:9]2[C:21]([NH2:23])=[O:22])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O>CO.[Pd]>[N:1]1([CH2:7][C@@H:8]2[CH2:12][CH2:11][NH:10][C@@H:9]2[C:21]([NH2:23])=[O:22])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 962WaterHCID 58092731HCID 58092731, compound

Product 1

HCID 58092709HCID 58092709, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,3S)-3-morpholin-4-ylmethyl-1-((S)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid amide (Stage 37.2) (1.046 mmol) and 10% Pd on charcoal, wet with 50% H2O (Aldrich 330108) (0.105 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 colorless oil. ESI-MS: [M+H]+ 214; TLC: Rf=0.14 (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-fe5ccb154082499fafabbac3d13c3872
Source dataset
uspto-grants-2013_01
Patent number
US08357707B2

Reaction notes

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