Acetic Acid → HCID 14998960, compound

HRID 1197664Notes

Reaction equation

HRID 1197664 reaction equation
C[O-].[Na+].[CH3:4][C:5]1[NH:6][C:7]([CH3:29])=[C:8]([C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)[CH:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:10]=1[C:11]([O-:13])=[O:12].C(O)(=O)C.O>CO>[CH3:4][C:5]1[NH:6][C:7]([CH3:29])=[C:8]([C:23]2[CH:24]=[CH:25][N:26]=[CH:27][CH:28]=2)[CH:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:10]=1[C:11]([OH:13])=[O:12]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 19107481HCID 19107481, compound

Product 1

HCID 14998960HCID 14998960, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.35 g (25 mmol) of sodium methoxide was dissolved in 20 ml of anhydrous methanol. To this solution was added, with ice-cooled, 2.02 g (5 mmols) of 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-5-(4-pyridyl)pyridine-3-carboxylate. The reaction mixture was stirred at room temperature for 5 hours and neutralized with acetic acid. To this reaction mixture was added 400 ml of water. Crystals were separated from the reaction mixture, which were collected, washed with water and dried under reduced pressure, whereby the captioned compound was obtained. The yield was 1.71 g (98%).

Workup

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

Sources & evidence

ORD record
ord-b8db62649a804d868427758cf3160da7
Source dataset
uspto-grants-1994_01
Patent number
US05276150

Reaction notes

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