Methanol → HCID 57742518, compound

HRID 2266467Notes

Reaction equation

HRID 2266467 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]2[C:7]=1[C:8]([CH3:28])=[C:9]([S:18]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[C:10]([CH3:17])=[N:11]2.CO.[OH-].[Na+]>C(O)=O>[Cl:16][C:13]1[CH:14]=[CH:15][C:6]([O:5][CH2:4][C:3]([OH:29])=[O:2])=[C:7]2[C:12]=1[N:11]=[C:10]([CH3:17])[C:9]([S:18]([C:21]1[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][CH:26]=1)(=[O:19])=[O:20])=[C:8]2[CH3:28]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 68780156HCID 68780156, compound

Product 1

HCID 57742518HCID 57742518, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of [8-chloro-3-(4-chlorobenzenesulfonyl)-2,4-dimethylquinolin-5-yloxy]acetic acid methyl ester (0.020 g), methanol (3.0 mL) and 1.0 M aqueous sodium hydroxide solution (0.22 mL) was stirred at room temperature for 3 hours. The pH of the solution was adjusted to 5 by the addition of formic acid and the solvent removed under reduced pressure. Purification of the residue by preparative reverse-phase HPLC using a gradient over 30 minutes of acetonitrile in water gave title compound as a pale yellow solid, 0.0025 g.

Workup

  1. customthe solvent removed under reduced pressure
  2. customPurification of the residue by preparative reverse-phase
  3. customover 30 minutes

Sources & evidence

ORD record
ord-8caa10ff7fd94dd1b1836ffd30e2d85c
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

Loading…