Methanol → HCID 25028070, compound

HRID 2266537Notes

Reaction equation

HRID 2266537 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]([O:30][CH:31]([F:33])[F:32])=[C:9]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1)[C:10]([CH2:17][CH3:18])=[N:11]2.CO.[OH-].[Li+].O>C(O)(=O)C>[F:33][CH:31]([F:32])[O:30][C:8]1[C:7]2[C:12](=[C:13]([F:16])[CH:14]=[CH:15][C:6]=2[O:5][CH2:4][C:3]([OH:34])=[O:2])[N:11]=[C:10]([CH2:17][CH3:18])[C:9]=1[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 68783144HCID 68783144, compound

Product 1

HCID 25028070HCID 25028070, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of [4-difluoromethoxy-2-ethyl-8-fluoro-3-(4-methanesulfonylbenzyl)quinolin-5-yloxy]acetic acid methyl ester (0.82 g), methanol (33 mL), 5.0 M aqueous lithium hydroxide solution (0.7 mL) and water (1.4 mL) was stirred at room temperature for 35 minutes. The pH of the mixture 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 dried to afford to title compound as a pale cream solid, 0.60 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
  5. customdried

Sources & evidence

ORD record
ord-9968bf910d0847149efc3b476e5fbba9
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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