Methanol → HCID 57742539, compound

HRID 2266524Notes

Reaction equation

HRID 2266524 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]2[C:7]=1[C:8]([CH3:33])=[C:9]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:24][C:23]=1[Cl:32])[C:10]([O:17][CH:18]([F:20])[F:19])=[N:11]2.CO.[OH-].[Li+]>O>[Cl:16][C:13]1[CH:14]=[CH:15][C:6]([O:5][CH2:4][C:3]([OH:34])=[O:2])=[C:7]2[C:12]=1[N:11]=[C:10]([O:17][CH:18]([F:19])[F:20])[C:9]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:29])=[O:30])=[CH:24][C:23]=1[Cl:32])=[C:8]2[CH3:33]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 68785823HCID 68785823, compound

Product 1

HCID 57742539HCID 57742539, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of [8-chloro-3-(2-chloro-4-methanesulfonylbenzyl)-2-difluoromethoxy-4-methylquinolin-5-yloxy]acetic acid methyl ester (0.50 g), methanol (10 mL), saturated aqueous lithium hydroxide solution (0.5 mL) and water (1.0 mL) was stirred at 40° C. for 3 hours. The methanol was removed under reduced pressure and the pH of the residue adjusted to 4 by the addition of glacial acetic acid. The resulting precipitate was collected by filtration, washed with water, methanol and diethyl ether, and then dried to afford title compound as a white solid, 0.15 g.

Workup

  1. customThe methanol was removed under reduced pressure
  2. additionthe pH of the residue adjusted to 4 by the addition of glacial acetic acid
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water, methanol and diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-a241c4093a404ebd8b08ebfca211cdfb
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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