Methanol → HCID 71252852, compound

HRID 2411756Notes

Reaction equation

HRID 2411756 reaction equation
C([N:4]1[CH2:8][CH2:7][N:6]([C:9]2[CH:10]=[N:11][C:12]([C:15]([N:17]3[CH2:22][CH2:21][N:20]([C:23]4[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][C:24]=4[CH3:30])[CH2:19][CH2:18]3)=[O:16])=[CH:13][CH:14]=2)[C:5]1=[O:31])(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>O>[CH3:30][C:24]1[CH:25]=[C:26]([CH3:29])[CH:27]=[CH:28][C:23]=1[N:20]1[CH2:19][CH2:18][N:17]([C:15]([C:12]2[N:11]=[CH:10][C:9]([N:6]3[CH2:7][CH2:8][NH:4][C:5]3=[O:31])=[CH:14][CH:13]=2)=[O:16])[CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 71252331HCID 71252331, compound

Product 1

HCID 71252852HCID 71252852, compoundYield 36.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 1-acetyl-3-{6-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]pyridin-3-yl}imidazolidin-2-one (70 mg) described in Example 388 and potassium carbonate (35 mg) was added methanol (5 mL), and the mixture was stirred with heating under reflux for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography (chloroform:methanol) to give the title compound (23 mg).

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for 1 hr
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. customthe solvent was evaporated
  6. customThe obtained residue was purified by column chromatography (chloroform:methanol)

Sources & evidence

ORD record
ord-487008942bcd4716b61411824e46ea0c
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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