Sodium Hydroxide → HCID 19603717, compound

HRID 1604689Notes

Reaction equation

HRID 1604689 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH:19]([OH:40])[CH2:20][N:21]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[C:23]([C:30]([O:32]CC5C=CC=CC=5)=[O:31])=[CH:22]4)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>O1CCCC1>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH:19]([OH:40])[CH2:20][N:21]4[C:29]5[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=5)[C:23]([C:30]([OH:32])=[O:31])=[CH:22]4)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19603813HCID 19603813, compound

Product 1

HCID 19603717HCID 19603717, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of benzyl 1-{2-[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]-2-hydroxyethyl}indole-3-carboxylate (70 mg) and 1N sodium hydroxide (0.13 ml) in tetrahydrofuran (7 ml) was stirred at 50° C. for 1 day. After removal of solvent, the residue was dissolved into water and the solution was acidified with diluted hydrochloric acid. The resulting precipitates were collected by filtration and washed with water to give 1-{2-[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]-2-hydroxyethyl}indole-3-carboxylic acid (50 mg).

Workup

  1. customAfter removal of solvent
  2. dissolutionthe residue was dissolved into water
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-f1d8625de49b4c3489092d8569f09a78
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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