Sodium Hydroxide → 2-(2-Phenyloxazol-4-yl)nicotinic acid

HRID 1400240Notes

Reaction equation

HRID 1400240 reaction equation
[OH-].[Na+].[C:3]1([C:9]2[O:10][CH:11]=[C:12]([C:14]3[N:24]=[CH:23][CH:22]=[CH:21][C:15]=3[C:16]([O:18]CC)=[O:17])[N:13]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CCO>[C:3]1([C:9]2[O:10][CH:11]=[C:12]([C:14]3[N:24]=[CH:23][CH:22]=[CH:21][C:15]=3[C:16]([OH:18])=[O:17])[N:13]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67540589Ethyl 2-(2-phenyloxazol-4-yl)nicotinate

Product 1

HCID 675401952-(2-Phenyloxazol-4-yl)nicotinic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An aqueous solution of NaOH (0.27 mL, 2M in water, 0.54 mmol) was added to a solution of ethyl 2-(2-phenyloxazol-4-yl)nicotinate (80 mg, 0.27 mmol) in EtOH (2.7 mL). After stirring overnight at room temperature the solvent was removed in vacuo, the residue was dissolved in water and HCl (2M in water) was added until pH ˜1 was obtained. The solvent was removed in vacuo and the crude product obtained was used without further purification; ESI-MS [M+H+]=267.1.

Workup

  1. customwas removed in vacuo
  2. dissolutionthe residue was dissolved in water
  3. additionHCl (2M in water) was added until pH ˜1
  4. customwas obtained
  5. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-61af3a1a91dc4ddaba4b262e17fdf8cc
Source dataset
uspto-grants-2014_12
Patent number
US08906941B2

Reaction notes

Loading…