HCID 3352947, compound → HCID 3515208, compound

HRID 394794Notes

Reaction equation

HRID 394794 reaction equation
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH:11]2[C:15]([O:17][CH3:18])=[O:16])=[O:9])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:20]=[CH:19][C:7]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH:11]2[C:15]([O:17][CH3:18])=[O:16])=[O:9])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 3352947HCID 3352947, compound

Product 1

HCID 3515208HCID 3515208, compoundYield 85.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(4-nitrobenzoyl)-2-carbomethoxypyrrolidine (0.54 g, 1.94 mmol) in MeOH (50 mL) with 10% Pd-C (0.10 g) was shaken under an atmosphere of H2 gas (50 psi) for 4 h. The reaction was filtered through a plug of Celite® and evaporated to give 0.41 g of the aniline; LRMS (M+H)+ m/z=249.

Workup

  1. filtrationThe reaction was filtered through a plug of Celite®
  2. customevaporated

Sources & evidence

ORD record
ord-b82a723f82a148d998e9a9c55b8b235e
Source dataset
uspto-grants-2003_08
Patent number
US06602895B2

Reaction notes

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