Hydrochloric Acid → HCID 86712400, compound

HRID 2174195Notes

Reaction equation

HRID 2174195 reaction equation
C([O:3][C:4](=[O:26])[C:5]([C:8]1[C:13]([O:14][C:15]2[CH:16]=[N:17][C:18]3[C:23]([CH:24]=2)=[CH:22][CH:21]=[CH:20][C:19]=3[F:25])=[CH:12][CH:11]=[CH:10][N:9]=1)([CH3:7])[CH3:6])C.[OH-].[Na+].Cl>C(O)C>[F:25][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]2[C:18]=1[N:17]=[CH:16][C:15]([O:14][C:13]1[C:8]([C:5]([CH3:7])([CH3:6])[C:4]([OH:26])=[O:3])=[N:9][CH:10]=[CH:11][CH:12]=1)=[CH:24]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86712399HCID 86712399, compound

Product 1

HCID 86712400HCID 86712400, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.33 g of 2-[3-(8-fluoro-quinolin-3-yloxy)-pyridin-2-yl]-2-methylpropionic acid ethyl ester were dissolved in 1 ml of ethanol. 2 ml of 4N aqueous sodium hydroxide solution were added thereto followed by heating to reflux for 48 hours. Subsequently, dilute hydrochloric acid was added thereto followed by extracting with ethyl acetate and distilling off the solvent of the organic layer to obtain 0.25 g of 2-[3-(8-fluoro-quinolin-3-yloxy)-pyridin-2-yl]-2-methylpropionic acid.

Workup

  1. temperatureby heating
  2. temperatureto reflux for 48 hours
  3. extractionby extracting with ethyl acetate
  4. distillationdistilling off the solvent of the organic layer

Sources & evidence

ORD record
ord-217bd69b66ca4c17a8263bcb46fd6378
Source dataset
uspto-grants-2015_06
Patent number
US09060517B2

Reaction notes

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