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HCID 20430878, compound → 5-(4-Fluorobenzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

HRID 2413348
Notes
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Reaction equation

HRID 2413348 reaction equation
C([O:5][C:6]([CH:8]1[CH2:12][CH2:11][N:10]2[C:13]([C:23](=[O:31])[C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[CH:14][C:15](C(OC(C)(C)C)=O)=[C:9]12)=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[F:30][C:27]1[CH:28]=[CH:29][C:24]([C:23]([C:13]2[N:10]3[CH2:11][CH2:12][CH:8]([C:6]([OH:7])=[O:5])[C:9]3=[CH:15][CH:14]=2)=[O:31])=[CH:25][CH:26]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 20430878HCID 20430878, compound

Product 1

HCID 129159145-(4-Fluorobenzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

t-Butyl-5-(p-fluorobenzoyl)-7-t-butoxycarbonyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate (1 mmole) is dissolved in 5 ml of trifluoroacetic acid. The reaction mixture is heated at 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)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid.

Workup

  1. temperature
The reaction mixture is heated
  • temperatureat reflux for 5 hours before it
  • customis evaporated in vacuo
  • customto remove most of the solvent
  • customThe resulting oil is triturated with about 10 ml of water
  • filtrationfiltered
  • customdried in vacuo
  • Sources & evidence

    ORD record
    ord-ffb313a7db024ad097826347239f5fa6
    Source dataset
    uspto-grants-1985_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04496741

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes