Sodium Hydroxide → 3-[6-(2-Fluoro-phenyl)-pyridin-3-yl]-propionic acid

HRID 1931419Notes

Reaction equation

HRID 1931419 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][CH2:6][C:7]1[CH:8]=[N:9][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[F:19])=[CH:11][CH:12]=1)C.[OH-].[Na+]>C(O)C>[F:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:10]1[N:9]=[CH:8][C:7]([CH2:6][CH2:5][C:4]([OH:20])=[O:3])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68537058Ethyl 3-[6-(2-fluorophenyl)pyridin-3-yl]propanoate

Product 1

HCID 685351183-[6-(2-Fluoro-phenyl)-pyridin-3-yl]-propionic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
47.5 °C

Procedure

11.5 g (0.042 mol) of 3-[6-(2-fluoro-phenyl)-pyridin-3-yl]-propionic acid ethyl ester were dissolved in 230 ml ethanol, 7.7 ml of a 32% sodium hydroxide solution were added, and the mixture stirred at 45 to 50° C. for 1 h. After evaporation to dryness, the remaining solid was taken up in 100 ml of water, the pH was adjusted to 2.5 to 3 with 2 N hydrochloric acid, and the precipitated product was filtered off with suction. The solid was rinsed with water and dried. Yield 10.0 g.

Workup

  1. customAfter evaporation to dryness
  2. filtrationthe precipitated product was filtered off with suction
  3. washThe solid was rinsed with water
  4. customdried

Sources & evidence

ORD record
ord-893de52d6fb14e1893939aa08c916282
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

Loading…