HCID 12072836, compound → HCID 12072837, compound

HRID 1356558Notes

Reaction equation

HRID 1356558 reaction equation
[C:1]([O:5][C:6]([NH:8][C@:9]12[CH2:17][CH:16]1[CH2:15][C@H:14]1[C@@H:10]2[CH2:11][N:12](CC2C=CC(OC)=CC=2)[CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].CO>[C:1]([O:5][C:6]([NH:8][C@:9]12[CH2:17][CH:16]1[CH2:15][C@H:14]1[C@@H:10]2[CH2:11][NH:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 12072836HCID 12072836, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12072837HCID 12072837, compoundYield 95.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a methanol (20 ml) solution of the (1R,2R,6S)-1-t-butoxycarbonylamino-4-p-methoxybenzyl-4-azatricyclo[6.1.0.02,6]-nonane (453 mg, 1.26 mmol) was added 10% palladium-on-carbon (400 mg), and the mixture was stirred vigorously in a pressurized (5 kg/cm2) hydrogen atmosphere for 30 hours. The insoluble matter was removed by Celite filtration, and the filtrate was concentrated to give 286 mg (1.20 mmol, 95%) of the title compound as a colorless oily substance.

Workup

  1. customThe insoluble matter was removed by Celite filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1ac575d37c2c482f8c2d8e27c08b11c8
Source dataset
uspto-grants-2003_07
Patent number
US06586604B2

Reaction notes

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