HCID 59361533, compound → HCID 46194510, compound

HRID 888888Notes

Reaction equation

HRID 888888 reaction equation
[CH3:1][C:2]1([CH3:26])[N:5]([CH2:6]/[CH:7]=[CH:8]/[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=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(OCC)(=O)C.[C].[Pd]>[CH3:1][C:2]1([CH3:26])[N:5]([CH2:6][CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=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]

Participants

4

Reactant 1

HCID 59361533HCID 59361533, compound

Product 1

HCID 46194510HCID 46194510, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4,4-dimethyl-1-[(2E)-3-phenylprop-2-en-1-yl]-2-(adamantan-2-yl)-1,2-diazetidin-3-one (30.0 mg, 0.0860 mmol) prepared in Example 260 in ethyl acetate (2 mL) was added with 10% palladium carbon (catalyst amount), and under a hydrogen atmosphere the resultant was stirred at room temperature for 1 hour. The reaction solution was filtered using celite, concentrated in vacuo, and the title compound (24.3 mg, 80.2%) was obtained as a colorless oil.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0f2d15ee6e3f48009121a4184b027e92
Source dataset
uspto-grants-2012_08
Patent number
US08252781B2

Reaction notes

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