HCID 117778323, compound → HCID 117778084, compound

HRID 1500500Notes

Reaction equation

HRID 1500500 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]2[CH2:27][CH2:26][CH2:25][CH:24]=2)[CH:18]=1)[C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[C].[Pd]>[C:11]([O:10][C:9]([N:8]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27]2)[CH:18]=1)[C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:15])([CH3:12])([CH3:13])[CH3:14]

Participants

4

Reactant 1

HCID 117778323HCID 117778323, compound

Product 1

HCID 117778084HCID 117778084, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl N-tert-butoxycarbonyl-N-{[3-(cyclopenten-1-yl)phenyl]methyl}carbamate (4.92 g) was dissolved in ethyl acetate (150 mL). To the solution, 10% palladium-carbon (0.50 g) was added, and the mixture was then stirred at room temperature for 2 hours under a hydrogen atmosphere. The reaction solution was filtered through celite. The filtrate was concentrated under reduced pressure to obtain the title compound (4.70 g).

Workup

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c7e065b040e74985b48cfac2733b5abb
Source dataset
uspto-grants-2015_12
Patent number
US09206168B2

Reaction notes

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