Hydrochloric Acid → HCID 13345726, compound

HRID 1388934Notes

Reaction equation

HRID 1388934 reaction equation
C([O:3][C:4](=[O:26])[CH2:5][C:6]1[N:7]([CH3:25])[C:8]([C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[N:20][CH:19]=2)=[C:9]([CH3:16])[C:10]=1[C:11]([O:13]CC)=[O:12])C.Cl>[OH-].[Na+]>[CH3:25][N:7]1[C:8]([C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[N:20][CH:19]=2)=[C:9]([CH3:16])[C:10]([C:11]([OH:13])=[O:12])=[C:6]1[CH2:5][C:4]([OH:26])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20469134HCID 20469134, compound

Product 1

HCID 13345726HCID 13345726, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Two grams of ethyl-1,4-dimethyl-3-ethoxycarbonyl-5-nicotinoylpyrrole-2-acetate (6 mmole) is heated to reflux with 10 ml of 20% aqueous sodium hydroxide solution for two hours. The reaction mixture is cooled to room temp. and acidified to pH 1 with 6 N HCl. The resulting white precipitate is filtered, washed with cold water and dried at room temperature to give crude 1,4-dimethyl-3-hydroxycarbonyl-5-nicotinoylpyrrole-2-acetic acid which is used in the next step without further purification.

Workup

  1. temperatureThe reaction mixture is cooled to room temp.
  2. filtrationThe resulting white precipitate is filtered
  3. washwashed with cold water
  4. customdried at room temperature

Sources & evidence

ORD record
ord-8caf9b9232794ea68aac7a36af503eba
Source dataset
uspto-grants-1984_02
Patent number
US04434175

Reaction notes

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