HCID 59361436, compound → HCID 46194242, compound

HRID 888878Notes

Reaction equation

HRID 888878 reaction equation
[CH3:1][C:2]1([CH3:26])[N:5]([C:6]2[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=2)[N:4]([CH:15]2[CH:22]3[CH2:23][CH:18]4[CH2:19][CH:20]([CH2:24][CH:16]2[CH2:17]4)[CH2:21]3)[C:3]1=[O:25]>C(O)C.[C].[Pd]>[NH2:12][C:9]1[CH:10]=[CH:11][C:6]([N:5]2[C:2]([CH3:26])([CH3:1])[C:3](=[O:25])[N:4]2[CH:15]2[CH:16]3[CH2:24][CH:20]4[CH2:19][CH:18]([CH2:23][CH:22]2[CH2:21]4)[CH2:17]3)=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 59361436HCID 59361436, compound

Product 1

HCID 46194242HCID 46194242, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of 4,4-dimethyl-1-(4-nitrophenyl)-2-(adamantan-2-yl)-1,2-diazetidin-3-one (15.3 mg, 0.0430 mmol) prepared in Example 182 in ethanol (2 mL) was added with 10% palladium carbon (catalyst amount), and under a hydrogen atmosphere the resultant was stirred at room temperature for 20 minutes. The reaction solution was filtered using celite, concentrated in vacuo, the obtained residue was purified using Preparative Thin-Layer chromatography (hexane:ethyl acetate=1:1), and the title compound (14.2 m, quant.) 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-84107f8813e0480aa5ab5ae1192e3ba8
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

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