HCID 86713350, compound → HCID 68299941, compound

HRID 928035Notes

Reaction equation

HRID 928035 reaction equation
[C:1]([N:4]1[CH2:8][CH2:7][C@H:6]([CH2:9][N:10](CC2C=CC=CC=2)C(=O)OCC2C=CC=CC=2)[CH2:5]1)(=[O:3])[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[C:1]([N:4]1[CH2:8][CH2:7][C@H:6]([CH2:9][NH2:10])[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 86713350HCID 86713350, compound2×

Product 1

HCID 68299941HCID 68299941, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of benzyl N—((S)-1-acetylpyrrolidin-3-ylmethyl)-N-benzylcarbamate (Intermediate 165, 4.2 g) and palladium hydroxide on carbon (0.4 g) in methanol (42 mL) was stirred under an atmosphere of hydrogen at 60° C. for 48 hours. The mixture was filtered and the filtrate was evaporated to dryness to give ((R)-1-acetylpyrrolidin-3-ylmethyl)amine (1.5 g) as a light yellow oil.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-1a34416250644c47a9ebbede9f9ed6b3
Source dataset
uspto-grants-2016_03
Patent number
US09290472B2

Reaction notes

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