Methanol → 1-ethyloctahydro-1H-pyrrolo[3,4-b]pyridine

HRID 712490Notes

Reaction equation

HRID 712490 reaction equation
C([N:8]1[CH2:16][CH:15]2[CH:10]([N:11]([CH2:17][CH3:18])[CH2:12][CH2:13][CH2:14]2)[CH2:9]1)C1C=CC=CC=1.CO>[OH-].[OH-].[Pd+2].CCOC(C)=O>[CH2:17]([N:11]1[CH2:12][CH2:13][CH2:14][CH:15]2[CH2:16][NH:8][CH2:9][CH:10]12)[CH3:18]

Participants

5

Reactant 2

HCID 887MethanolHCID 867294996-benzyl-1-ethyloctahydro-1H-pyrrolo[3,4-b]pyridine

Product 1

HCID 867295001-ethyloctahydro-1H-pyrrolo[3,4-b]pyridine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 6-benzyl-1-ethyloctahydro-1H-pyrrolo[3,4-b]pyridine (2.58 g) in the mixture solvent of MeOH and EtOAc was added a catalytic amount of 20% Pd(OH)2/C. The mixture was stirred for 2 h at room temperature under H2 and filtered. The filtrate was concentrated in vacuo and the residue was used for the next step without further purification. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 155.2 (M+1).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe residue was used for the next step without further purification

Sources & evidence

ORD record
ord-e6a92d2d6e3c460a9651db6509c8d81e
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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