HCID 67303633, compound → HCID 59361444, compound

HRID 888865Notes

Reaction equation

HRID 888865 reaction equation
[CH:1]1([N:9]2[C:12](=[O:13])[C:11]([CH3:15])([CH3:14])[N:10]2[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[N+:24]([O-])=O)=[O:17])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[C].[Pd]>[NH2:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:16]([N:10]1[C:11]([CH3:15])([CH3:14])[C:12](=[O:13])[N:9]1[CH:1]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:17]

Participants

4

Reactant 1

HCID 67303633HCID 67303633, compound

Product 1

HCID 59361444HCID 59361444, compoundYield 72.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-cyclooctyl-4,4-dimethyl-1-[(2-nitrophenyl)carbonyl]-1,2-diazetidin-3-one (22.3 mg, 0.0620 mmol) in methanol was added with 10% palladium carbon (catalyst amount), and under a hydrogen atmosphere, the resultant was stirred at room temperature for 30 minutes. The reaction solution was filtered using celite, concentrated in vacuo, and the obtained residue was purified using Preparative Thin-Layer chromatography (hexane:ethyl acetate=2:1), and the title compound (14.7 mg, 72.1%) was obtained as a colorless oil.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated in vacuo
  3. customthe obtained residue was purified

Sources & evidence

ORD record
ord-5ec9fafcc8874b798acb2b386527670f
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

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