HCID 21087446, compound → HCID 21087444, compound

HRID 348403Notes

Reaction equation

HRID 348403 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]>[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

4

Reactant 1

HCID 21087446HCID 21087446, compound

Product 1

HCID 21087444HCID 21087444, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To an 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 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 5 hours. The reaction solution was filtered and the solvent was removed under reduced pressure to obtain the title compound (366 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-f3511bcd1e684f939551fb4fabaefe53
Source dataset
uspto-grants-2007_02
Patent number
US07176313B2

Reaction notes

Loading…