HCID 46194512, compound → HCID 59361487, compound

HRID 888890Notes

Reaction equation

HRID 888890 reaction equation
[CH3:1][C:2]1([CH3:25])[N:5](/[CH:6]=[CH:7]/[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:4]([CH:14]2[CH:21]3[CH2:22][CH:17]4[CH2:18][CH:19]([CH2:23][CH:15]2[CH2:16]4)[CH2:20]3)[C:3]1=[O:24]>CO.[C].[Pd]>[CH3:1][C:2]1([CH3:25])[N:5]([CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:4]([CH:14]2[CH:21]3[CH2:20][CH:19]4[CH2:18][CH:17]([CH2:16][CH:15]2[CH2:23]4)[CH2:22]3)[C:3]1=[O:24]

Participants

4

Reactant 1

HCID 46194512HCID 46194512, compound

Product 1

HCID 59361487HCID 59361487, compoundYield 5.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A solution of 4,4-dimethyl-1-[(E)-2-phenylethenyl]-2-(adamantan-2-yl)-1,2-diazetidin-3-one (38.4 mg, 0.103 mmol) prepared in Example 265 in methanol (2 mL) was added with 10% palladium carbon (catalyst amount), and the resultant was stirred at room temperature for 40 minutes under a hydrogen atmosphere. The reaction solution was filtered using celite, concentrated in vacuo, the obtained residue was purified using Preparatory Thin-Layer chromatography (hexane:ethyl acetate=2:1), and the title compound (1.80 mg, 5.20%) was obtained as a white crystalline powder.

Workup

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

Sources & evidence

ORD record
ord-546862a9b5d5440081377dfaf1c0c644
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

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