Sodium Hydroxide → HCID 17858865, compound

HRID 1372664Notes

Reaction equation

HRID 1372664 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]1[C:12]([Cl:23])=[N:13][C:14]([CH2:17][C:18]([O:20]CC)=[O:19])=[CH:15][CH:16]=1.[OH-].[Na+]>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]1[C:12]([Cl:23])=[N:13][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58778601HCID 58778601, compound

Product 1

HCID 17858865HCID 17858865, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In THF (8 ml) was dissolved ethyl (3-(2-benzoxazolyl)amino-2-chloro-6-pyridyl)acetate (460 mg, 1.39 mmol). To the resulting solution was added 0.5N NaOH (8.0 ml, 4.00 mmol). The resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was poured in ice-1N HCl to acidify the mixture. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give (3-(2-benzoxazolyl)amino-2-chloro-6-pyridyl)acetic acid (332 mg, 79%) as a white solid.

Workup

  1. customThe crystals thus precipitated
  2. filtrationwere collected by filtration under reduced pressure
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-af63feef07674e45ab64debec10fb836
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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