Magnesium → HCID 18516355, compound

HRID 1369927Notes

Reaction equation

HRID 1369927 reaction equation
[CH3:1][O:2][C:3]([CH:5]=[CH:6][C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[CH2:20][CH2:19][CH2:18][C:12]=3[C:13](=[O:17])[NH:14][C:15]=2[CH:16]=1)=[O:4].[Mg]>CO.C1COCC1>[CH3:1][O:2][C:3]([CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:11]3[CH2:20][CH2:19][CH2:18][CH:12]3[C:13](=[O:17])[NH:14][C:15]=2[CH:16]=1)=[O:4]

Participants

4

Reactant 2

HCID 5462224MagnesiumHCID 69653027HCID 69653027, compound

Product 1

HCID 18516355HCID 18516355, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of 550 mg (2.0 mmol) of 7-(methoxycarbonyl-ethenyl)-1,2,3,5-tetrahydrocyclopenta[c]quinolin-4-one in 130 ml of methanol-THF 3:1 is mixed with 972 mg (40.0 mmol) of magnesium and stirred for 24 hours at room temperature. The reaction mixture is filtered over glass fibers, the filter residue is washed with dichloromethane-methanol, and the combined filtrates are concentrated by evaporation in a vacuum. Purification of the residue on silica gel yields 120 mg of product.

Workup

  1. filtrationThe reaction mixture is filtered over glass fibers
  2. washthe filter residue is washed with dichloromethane-methanol
  3. concentrationthe combined filtrates are concentrated by evaporation in a vacuum
  4. customPurification of the residue on silica gel

Sources & evidence

ORD record
ord-40c910f0d8dd49dea4a19ce56e0f4f25
Source dataset
uspto-grants-2003_06
Patent number
US06579883B1

Reaction notes

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