Hydrochloric Acid → HCID 54676178, compound

HRID 1822196Notes

Reaction equation

HRID 1822196 reaction equation
C(OC([C:6]1[C:7](=[O:24])[N:8]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)[C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[CH:11][N:10]=2)=O)C.[OH-].[K+].Cl>>[F:23][C:19]1[CH:18]=[C:17]([N:8]2[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][N:10]=3)[C:15]([OH:16])=[CH:6][C:7]2=[O:24])[CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 54676195HCID 54676195, compound

Product 1

HCID 54676178HCID 54676178, compoundYield 76%

Procedure

To 3-ethoxycarbonyl-1-(3-fluorophenyl)-4-hydroxy-1,8-naphthyridin-2 (1H)-one (328 mg, 11.0 mmol) was added an aqueous solution (7 ml) of potassium hydroxide (560 mg, 10.0 mmol), and the mixture was heated under reflux overnight, acidified to pH1 with conc. hydrochloric acid, refluxed for 1 hour, filtered off to give precipitates which were washed with water and dried to afford 1-(3-fluorophenyl)-4-hydroxy-1,8-naphthyridin-2 (1H)-one (194.5 mg, 76%) as crystals.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. temperaturerefluxed for 1 hour
  4. filtrationfiltered off
  5. customto give
  6. customprecipitates which
  7. washwere washed with water
  8. customdried

Sources & evidence

ORD record
ord-0c17ab0d82ca4ea89816469d9ac4647a
Source dataset
uspto-grants-2009_10
Patent number
US07608716B2

Reaction notes

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