Hydrochloric Acid → HCID 54017249, compound

HRID 1415953Notes

Reaction equation

HRID 1415953 reaction equation
C(OC([NH:11][C:12]1[CH:13]=[C:14]([N:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([Cl:30])[N:28]=3)[C:23](=[O:31])[C:22]([C:32]([O:34]CC)=[O:33])=[CH:21]2)[C:15]([F:19])=[CH:16][C:17]=1[F:18])=O)C1C=CC=CC=1.Cl>C(O)(=O)C>[NH2:11][C:12]1[CH:13]=[C:14]([N:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([Cl:30])[N:28]=3)[C:23](=[O:31])[C:22]([C:32]([OH:34])=[O:33])=[CH:21]2)[C:15]([F:19])=[CH:16][C:17]=1[F:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53881732HCID 53881732, compound

Product 1

HCID 54017249HCID 54017249, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 1.0 g of ethyl 1-(3-benzyloxycarbonylamino-4,6-difluorophenyl)-7-chloro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate were added 4 ml of 12N hydrochloric acid and 8 ml of acetic acid. The solution was heated at reflux for 3 hours and stirred at room temperature overnight. The solid precipitated in the reaction solution was collected by filtration and successively washed with ethanol, chloroform and diethyl ether to give 550 mg of the title compound.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 3 hours
  3. customThe solid precipitated in the reaction solution
  4. filtrationwas collected by filtration
  5. washsuccessively washed with ethanol, chloroform and diethyl ether

Sources & evidence

ORD record
ord-27e5742abab446f9bfad827eb4d665b4
Source dataset
uspto-grants-1999_06
Patent number
US05910498

Reaction notes

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