HCID 12132433, compound → HCID 12132434, compound

HRID 2307401Notes

Reaction equation

HRID 2307401 reaction equation
[CH3:1][C:2]1[C:21]([N+:22]([O-])=O)=[CH:20][CH:19]=[CH:18][C:3]=1[O:4][CH2:5][C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]>C(O)C.[Pd]>[NH2:22][C:21]1[C:2]([CH3:1])=[C:3]([CH:18]=[CH:19][CH:20]=1)[O:4][CH2:5][C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]

Participants

4

Reactant 1

HCID 12132433HCID 12132433, compound

Product 1

HCID 12132434HCID 12132434, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of t-butyl (2S)-2-[(2-methyl-3-nitrophenoxy)methyl]pyrrolidine-1-carboxylate (7.63 g, 21.9 mmol) and 10% Pd/C (0.38 g) in ethanol is hydrogenated (50 psi) at room temperature for 4 h and filtered. The filtrate is concentrated in vacuo to afford the title compound as an off-white solid, 6.66 g, mp 110° C., identified by NMR and mass spectral analyses.

Workup

  1. customat room temperature
  2. customfor 4 h
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-a5d95f306b53442eabdcf186d5ffd40b
Source dataset
uspto-grants-2004_12
Patent number
US06831094B2

Reaction notes

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