HCID 20095322, compound → 2-[2-(Methylamino)ethyl]-1,3-dihydroisoindole

HRID 248876Notes

Reaction equation

HRID 248876 reaction equation
[CH2:1]([N:8]([CH2:10][CH2:11][N:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13]1)C)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[CH3:1][NH:8][CH2:10][CH2:11][N:12]1[CH2:13][C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:20]1

Participants

4

Reactant 1

HCID 20095322HCID 20095322, compound

Product 1

HCID 190876212-[2-(Methylamino)ethyl]-1,3-dihydroisoindole

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of the title compound of Step 15 (2.00 g, 7.51 mmol) and 20% Pd(OH)2 /C in MeOH (50 mL) was placed under a hydrogen atmosphere (60 psi) at room temperature for 37 hours. The filtrate was concentrated to give the title compound as a clear, yellow oil (1.34 g). The proton NMR spectral data showed that the desired product was contaminated with a small amount of unreacted starting material (5%).

Workup

  1. customat room temperature
  2. customfor 37 hours
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-1052b6ad3e604a639a9d485cc3480c2d
Source dataset
uspto-grants-1993_05
Patent number
US05212185

Reaction notes

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