3-Pyridine aldoxime → HCID 10421974, compound

HRID 1882874Notes

Reaction equation

HRID 1882874 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[N:8][OH:9])[CH:2]=1.[CH2:10]([N:13]1[CH2:17][CH2:16][CH2:15][C:14]1=[O:18])[CH:11]=[CH2:12]>C(Cl)(Cl)Cl.CO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH2:12][CH:11]([CH2:10][N:13]3[CH2:17][CH2:16][CH2:15][C:14]3=[O:18])[O:9][N:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 6943-Pyridine aldoximeHCID 758971-(Allyl)pyrrolidin-2-one

Product 1

HCID 10421974HCID 10421974, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

The desired compound was prepared by the method of Example 8 from 500 mg (4.09 mmol) of 3-pyridine aldoxime and 1.02 g (2 equivalents) of 1-allyl pyrrolidin-2-one prepared in Example 6, and purified by separation with silica gel column chromatography using ethyl acetate and then chloroform/methanol (30:1) as eluent to obtain 578.4 mg (58% yield) of 1-(3-pyridin-3-yl-4,5-dihydro-isoxazol-5-yl-methyl)-pyrrolidin-2-one.

Workup

  1. custompurified by separation with silica gel column chromatography

Sources & evidence

ORD record
ord-1424bae46cfa480785042a00302f22e5
Source dataset
uspto-grants-2004_07
Patent number
US06759419B2

Reaction notes

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