Magnesium → HCID 18516355, compound

HRID 1831742Notes

Reaction equation

HRID 1831742 reaction equation
[CH3:1][O:2][C:3]([CH2:5][CH2:6][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 69652745HCID 69652745, 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-(methoxycarbonylethyl)-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-9cd86b5fa8d04537b9dff547e8a213d9
Source dataset
uspto-grants-2006_06
Patent number
US07067667B2

Reaction notes

Loading…