HCID 20509013, compound → HCID 20509012, compound

HRID 1758807Notes

Reaction equation

HRID 1758807 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([C:8]2[N:12](C)[C:11]([CH2:14][C:15]([OH:17])=[O:16])=[C:10](C(O)=O)[C:9]=2[CH3:21])=[O:7])=[CH:4][CH:3]=1>O1CCCC1.ClC(Cl)(Cl)C(O)=O>[F:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([C:8]2[NH:12][C:11]([CH2:14][C:15]([OH:17])=[O:16])=[CH:10][C:9]=2[CH3:21])=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 20509013HCID 20509013, compound

Product 1

HCID 20509012HCID 20509012, compound

Reagents, catalysts & solvents 2

HCID 6421Trichloroacetic AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

5-(p-fluorobenzoyl)-3-hydroxycarbonyl-1,4-dimethylpyrrole-2-acetic acid (1 mmole) is dissolved in 5 ml tetrahydrofuran containing 2 ml of trichloroacetic acid. The reaction mixture is heated to reflux for 5 hours before it is evaporated in vacuo to remove most of the solvent. The resulting oil is triturated with about 10 ml of water, filtered and dried in vacuo to afford 5-(p-fluorobenzoyl)-4-methylpyrrole-2-acetic acid.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux for 5 hours before it
  3. customis evaporated in vacuo
  4. customto remove most of the solvent
  5. customThe resulting oil is triturated with about 10 ml of water
  6. filtrationfiltered
  7. customdried in vacuo

Sources & evidence

ORD record
ord-91ef8edebe1e4f438f50da3d369fd1bd
Source dataset
uspto-grants-1983_02
Patent number
US04374997

Reaction notes

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