HCID 21087446, compound → HCID 21087444, compound

HRID 2417249Notes

Reaction equation

HRID 2417249 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]>[C].[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 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

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) was mixed with 10% palladium-carbon catalyst (53.8% moisture, 500 mg), and 5 hours of catalytic hydrogenation was carried out in an atmosphere of hydrogen at an outer temperature of 50° C. under atmospheric pressure. The reaction solution was filtered and the solvent was evaporated under a reduced pressure to obtain 366 mg (quantitative) of the title compound as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-f9759eec8dae4a3481af4171a80ff234
Source dataset
uspto-grants-2004_11
Patent number
US06825353B2

Reaction notes

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