1-Boc-6-benzyloctahydropyrrolo[3,4-B]pyridine → 1-Boc-octahydropyrrolo(3,4-b)pyridine

HRID 712453Notes

Reaction equation

HRID 712453 reaction equation
C([N:8]1[CH2:16][CH:15]2[CH:10]([N:11]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12][CH2:13][CH2:14]2)[CH2:9]1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[N:11]1([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12][CH2:13][CH2:14][CH:15]2[CH2:16][NH:8][CH2:9][CH:10]12

Participants

4

Reactant 1

HCID 190294191-Boc-6-benzyloctahydropyrrolo[3,4-B]pyridine

Product 1

HCID 225622021-Boc-octahydropyrrolo(3,4-b)pyridine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate (2.00 g) in MeOH was added a catalytic amount of 20% Pd(OH)2/C. The suspension 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: 227.6 (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-b9d49a65d16e4399bebb982d7ace8ee8
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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