Acetic Acid → HCID 19107423, compound

HRID 1197663Notes

Reaction equation

HRID 1197663 reaction equation
[CH3:1][O-:2].[Na+].[CH3:4][C:5]1[C:10](N2C=CCC(C([O-])=O)=C2)=[C:9]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)[CH:8]=[C:7]([CH3:29])[N:6]=1.[C:30](O)(=O)[CH3:31].[OH2:34]>CO>[CH3:29][C:7]1[NH:6][C:5]([CH3:4])=[C:10]([C:31]2[CH:30]=[CH:9][CH:10]=[CH:5][N:6]=2)[CH:9]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)[C:8]=1[C:1]([OH:34])=[O:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 86747476HCID 86747476, compound

Product 1

HCID 19107423HCID 19107423, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.40 g (100 mmol) of sodium methoxide was dissolved in 40 ml of anhydrous methanol. To this solution was added, with ice-cooled, 4.04 g (10 mmol) of 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridylpyridine-3-carboxylate. The reaction mixture was stirred for 5 hours and neutralized with acetic acid. To this reaction mixture was added 400 ml of water. Crystals separated were collected, washed with water and dried under reduced pressure, whereby the captioned compound was obtained. The yield was 2.45 g (70%).

Workup

  1. additionTo this solution was added, with ice-
  2. temperaturecooled
  3. customCrystals separated
  4. customwere collected
  5. washwashed with water
  6. customdried under reduced pressure, whereby the captioned compound
  7. customwas obtained

Sources & evidence

ORD record
ord-ca566751b15a49ca894b2e27e3909400
Source dataset
uspto-grants-1994_01
Patent number
US05276150

Reaction notes

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