HCID 20741403, compound → HCID 12990810, compound

HRID 348399Notes

Reaction equation

HRID 348399 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C@@H:16]1[CH2:20][CH2:19][N:18]([C@@H](C2C=CC=CC=2)C)[CH2:17]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[C].[Pd].C(O)C>[C:1]([O:5][C:6]([NH:8][CH:9]([C@@H:16]1[CH2:20][CH2:19][NH:18][CH2:17]1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 20741403HCID 20741403, compound

Product 1

HCID 12990810HCID 12990810, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To an ethanol (20 ml) solution of 3-(R)-[1-tert-butoxycarbonylamino-1-phenylmethyl]-1-[1-(R)-phenylethyl]pyrrolidine [F1] (495 mg, 1.30 mmol) was added a 10% palladium-carbon catalyst (water content 53.8%, 500 mg) and catalytic hydrogenation was carried out under heating at an outer temperature of 50° C. at normal pressure for 4 hours. The reaction solution was filtered and the solvent was removed under reduced pressure to obtain a crude product of the title compound (359 mg, quantitative) as colorless crystals.

Workup

  1. filtrationThe reaction solution was filtered
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-137b516f82474c688d6e849f654080b3
Source dataset
uspto-grants-2007_02
Patent number
US07176313B2

Reaction notes

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