Methanol → HCID 57742519, compound

HRID 2266542Notes

Reaction equation

HRID 2266542 reaction equation
C[O:2][C:3](=[O:35])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([F:16])=[C:12]2[C:7]=1[C:8]([O:31][CH:32]([F:34])[F:33])=[C:9]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][C:21]=1[Cl:30])[C:10]([CH2:17][CH3:18])=[N:11]2.CO.[OH-].[Li+].O>C(O)(=O)C>[Cl:30][C:21]1[CH:22]=[C:23]([S:26]([CH3:29])(=[O:28])=[O:27])[CH:24]=[CH:25][C:20]=1[CH2:19][C:9]1[C:10]([CH2:17][CH3:18])=[N:11][C:12]2[C:7]([C:8]=1[O:31][CH:32]([F:34])[F:33])=[C:6]([O:5][CH2:4][C:3]([OH:35])=[O:2])[CH:15]=[CH:14][C:13]=2[F:16]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 68781651HCID 68781651, compound

Product 1

HCID 57742519HCID 57742519, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of [3-(2-chloro-4-methanesulfonylbenzyl)-4-difluoromethoxy-2-ethyl-8-fluoroquinolin-5-yloxy]acetic acid methyl ester (1.0 g), methanol (38 mL), 5.0 M aqueous lithium hydroxide solution (0.8 mL) and water (1.6 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 cream solid, 0.66 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-580e0936dfae41fb82e76c9b590d5afc
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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