Ethyl Acetate → HCID 57667850, compound

HRID 2191655Notes

Reaction equation

HRID 2191655 reaction equation
C(OCC)(=O)C.FC(F)(F)C(O)=O.[F:14][C:15]1[CH:38]=[CH:37][C:18]([NH:19][C:20]2[CH:28]=[C:27]([C:29]3[CH:30]=[CH:31][C:32]([O:35][CH3:36])=[N:33][CH:34]=3)[CH:26]=[CH:25][C:21]=2[C:22]([OH:24])=[O:23])=[CH:17][CH:16]=1.C(=O)([O-])O.[Na+]>O>[F:14][C:15]1[CH:38]=[CH:37][C:18]([NH:19][C:20]2[CH:28]=[C:27]([C:29]3[CH:30]=[CH:31][C:32]([O:35][CH3:36])=[N:33][CH:34]=3)[CH:26]=[CH:25][C:21]=2[C:22]([OH:24])=[O:23])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 68960012HCID 68960012, compound

Product 1

HCID 57667850HCID 57667850, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl acetate and water were added to 2-(4-fluoroanilino)-4-(2-methoxypyridin-5-yl)benzoic acid trifluoroacetate, and it was adjusted to pH6.0 with saturated sodium hydrogen carbonate aqueous solution. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with water and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. Hexane was added to the obtained residue, and solid matter was filtrated to give 2-(4-fluoroanilino)-4-(2-methoxypyridin-5-yl)benzoic acid 15 mg of pale yellow solid.

Workup

  1. customThe organic layer was separated
  2. washafter sequential washing with water and saturated sodium chloride aqueous solution
  3. customthe solvent was removed under reduced pressure
  4. additionHexane was added to the obtained residue, and solid matter
  5. filtrationwas filtrated

Sources & evidence

ORD record
ord-4d1145f584aa4e2bb543b230358bf896
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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