HCID 21087446, compound → HCID 21087444, compound

HRID 1368079Notes

Reaction equation

HRID 1368079 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([CH2:13][C@H:14]2[CH2:18][N:17]([C@@H](C3C=CC=CC=3)C)[C:16](=O)[CH2:15]2)[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].C(O)C>[C:1]([O:5][C:6]([NH:8][C:9]1([CH2:13][C@H:14]2[CH2:15][CH2:16][NH:17][CH2:18]2)[CH2:10][CH2:11][CH2:12]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 21087446HCID 21087446, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21087444HCID 21087444, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Palladium on carbon catalyst (water content 53.8%, 500 mg) was added to ethanol (30 ml) solution of 3-(R)-[1-(tert-butoxycarbonyl)amino-1-cyclobutyl]methyl-1-[1-(R)-phenylethyl]pyrrolidine (isomer B1) (516 mg, 1.44 mmol), and the mixture was subjected to 5 hours of catalytic hydrogenation at an external temperature of 50C in an atmosphere of hydrogen under atmospheric pressure. The reaction solution was filtered and the solvent was evaporated under a reduced pressure, thereby obtaining 366 mg (quantitative) of the title compound as colorless crystals. This product was used in the subsequent reaction without purification.

Workup

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

Sources & evidence

ORD record
ord-2b308f9399c44886b2c921e9c5475b38
Source dataset
uspto-grants-2003_06
Patent number
US06573260B1

Reaction notes

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