Sodium Hydroxide → HCID 17859124, compound

HRID 1372767Notes

Reaction equation

HRID 1372767 reaction equation
[C:1]1([C:11]2[O:12][C:13]3[CH:19]=[C:18]([CH2:20][C:21]([O:23]C)=[O:22])[CH:17]=[CH:16][C:14]=3[N:15]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.[OH-].[Na+]>C1COCC1>[C:1]1([C:11]2[O:12][C:13]3[CH:19]=[C:18]([CH2:20][C:21]([OH:23])=[O:22])[CH:17]=[CH:16][C:14]=3[N:15]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58778825HCID 58778825, compound

Product 1

HCID 17859124HCID 17859124, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To methyl (2-(1-isoquinolinyl)-6-benzoxazolyl)acetate (166 mg, 0.52 mmol) were added THF (3 ml) and 0.5N NaOH (3.0 ml, 1.50 mmol). The resulting mixture was stirred at room temperature for 12 hours. The reaction mixture was poured in ice-1N HCl to acidify therewith. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give (2-(1-isoquinolinyl)-6-benzoxazolyl)acetic acid (138 mg, 87%) as a pale brown 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-c7c6bc018ea74618bd3e813159c5441e
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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