HCID 53857087, compound → HCID 14795873, compound

HRID 1494817Notes

Reaction equation

HRID 1494817 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11]([N:18]3[CH2:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19]3)=[C:12]([F:17])[CH:13]=2)[N:8]([CH:27]2[CH2:29][CH2:28]2)[CH:7]=1)=[O:5])C>Cl.C(O)C>[CH2:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:26][N:18]1[C:11]1[N:10]=[C:9]2[C:14]([C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7][N:8]2[CH:27]2[CH2:28][CH2:29]2)=[CH:13][C:12]=1[F:17]

Participants

4

Reactant 1

HCID 53857087HCID 53857087, compound

Product 1

HCID 14795873HCID 14795873, compoundYield 76.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

150 mg of 7-(2-isoindolinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester was dissolved in a mixture of 10 ml of 10% hydrochloric acid and 10 ml of ethanol. The mixture was heated under reflux for 2 hours. The precipitates deposited were collected by filteration, and washed with water and ethanol in this order to obtain 107 mg of 7-(2- isoindolinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acid.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customThe precipitates deposited were collected by filteration
  4. washwashed with water and ethanol in this order

Sources & evidence

ORD record
ord-e2caa2e7213a4a42b897c3f85ab3bc23
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

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