Methanol → HCID 57742503, compound

HRID 2266468Notes

Reaction equation

HRID 2266468 reaction equation
C[O:2][C:3](=[O:28])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]2[C:7]=1[C:8]([CH3:27])=[C:9]([S:18]([C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)=[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:28])=[O:2])=[C:7]2[C:12]=1[N:11]=[C:10]([CH3:17])[C:9]([S:18]([C:20]1[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=1)=[O:19])=[C:8]2[CH3:27]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 68783330HCID 68783330, compound

Product 1

HCID 57742503HCID 57742503, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of [8-chloro-3-(4-chlorobenzenesulfinyl)-2,4-dimethylquinolin-5-yloxy]acetic acid methyl ester (0.050 g), methanol (3.0 mL) and 1.0 M aqueous sodium hydroxide solution (0.57 mL) was stirred at room temperature for 3 hours. The pH of the mixture 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, 0.029 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-e5e910e83b164ff09d2fb6760d3bc442
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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