Methanol → HCID 57742530, compound

HRID 2266540Notes

Reaction equation

HRID 2266540 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([F: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>C(O)(=O)C>[Cl:32][C:23]1[CH:24]=[C:25]([S:28]([CH3:31])(=[O:29])=[O:30])[CH:26]=[CH:27][C:22]=1[CH2:21][C:9]1[C:10]([O:17][CH:18]([F:19])[F:20])=[N:11][C:12]2[C:7]([C:8]=1[CH3:33])=[C:6]([O:5][CH2:4][C:3]([OH:34])=[O:2])[CH:15]=[CH:14][C:13]=2[F:16]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 68782507HCID 68782507, compound

Product 1

HCID 57742530HCID 57742530, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of [3-(2-chloro-4-methanesulfonylbenzyl)-2-difluoromethoxy-8-fluoro-4-methylquinolin-5-yloxy]acetic acid methyl ester (0.22 g), methanol (8.0 mL), 5.0 M aqueous lithium hydroxide solution (0.4 mL) and water (0.8 mL) was stirred at room temperature for 2 hours. The pH of the solution was adjusted to 4 by the addition of glacial acetic acid and the solvent removed under reduced pressure. The residue was diluted with water (4.0 mL) and the solid collected by filtration, washed with water and methanol and dried to afford to title compound as a white solid, 0.17 g.

Workup

  1. customthe solvent removed under reduced pressure
  2. additionThe residue was diluted with water (4.0 mL)
  3. filtrationthe solid collected by filtration
  4. washwashed with water and methanol
  5. customdried

Sources & evidence

ORD record
ord-54f2bd0339c94735945056c28ed90683
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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