Methanol → HCID 57742514, compound

HRID 2266511Notes

Reaction equation

HRID 2266511 reaction equation
C[O:2][C:3](=[O:32])[CH2:4][C:5]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]2[C:6]=1[C:7]([CH3:31])=[C:8]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1)[C:9]([O:16][CH:17]([F:19])[F:18])=[N:10]2.CO.[OH-].[Li+].O>C(O)(=O)C>[Cl:15][C:12]1[CH:13]=[CH:14][C:5]([CH2:4][C:3]([OH:32])=[O:2])=[C:6]2[C:11]=1[N:10]=[C:9]([O:16][CH:17]([F:19])[F:18])[C:8]([CH2:20][C:21]1[CH:22]=[CH:23][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][CH:26]=1)=[C:7]2[CH3:31]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 68779527HCID 68779527, compound

Product 1

HCID 57742514HCID 57742514, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of [8-chloro-2-difluoromethoxy-3-(4-methanesulfonylbenzyl)-4-methylquinolin-5-yl]acetic acid methyl ester (0.030 g), methanol (2.0 mL), saturated aqueous lithium hydroxide solution (0.20 mL) and water (0.40 mL) was stirred at room temperature for 2.5 hours and then at 40° C. for 2 hours. The pH of the solution was adjusted to 5 by the addition of glacial acetic acid and the solvent removed under reduced pressure. The residue was diluted with water and the solid collected by filtration, washed with water and methanol and then dried to afford title compound as a white solid, 0.016 g.

Workup

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

Sources & evidence

ORD record
ord-209e15c695894b4ba812a7cea19457b9
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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