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

HRID 2413348Notes

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

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. temperatureThe reaction mixture is heated
  2. temperatureat 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-ffb313a7db024ad097826347239f5fa6
Source dataset
uspto-grants-1985_01
Patent number
US04496741

Reaction notes

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