Sodium Hydroxide → 2-(4-(4-Fluorophenyl)thiazol-2-yl)nicotinic acid

HRID 1400224Notes

Reaction equation

HRID 1400224 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([C:15]3[N:25]=[CH:24][CH:23]=[CH:22][C:16]=3[C:17]([O:19]CC)=[O:18])[S:13][CH:14]=2)=[CH:6][CH:5]=1>CO>[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([C:15]3[N:25]=[CH:24][CH:23]=[CH:22][C:16]=3[C:17]([OH:19])=[O:18])[S:13][CH:14]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67540603Ethyl 2-(4-(4-fluorophenyl)thiazol-2-yl)nicotinate

Product 1

HCID 675410702-(4-(4-Fluorophenyl)thiazol-2-yl)nicotinic acidYield 90.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

3 ml of a 2N NaOH solution were added to a solution of ethyl 2-(4-(4-fluorophenyl)thiazol-2-yl)nicotinate (430 mg, 1.31 mmol) in 25 ml of methanol, and afterwards stirred for 2 hours at 60° C. The reaction mixture was subsequently evaporated to dryness, mixed with water and neutralized by adding 2N HCl. Filtration with suction and drying the precipitate formed resulted in 356 mg of the acid as yellow amorphous solid.

Workup

  1. customThe reaction mixture was subsequently evaporated to dryness
  2. additionmixed with water
  3. additionby adding 2N HCl
  4. filtrationFiltration with suction
  5. customdrying the precipitate
  6. customformed

Sources & evidence

ORD record
ord-539dd49b8cb944389c6e7c43b9b9d42b
Source dataset
uspto-grants-2014_12
Patent number
US08906941B2

Reaction notes

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