Methanol → HCID 16660092, compound

HRID 2266612Notes

Reaction equation

HRID 2266612 reaction equation
C[O:2][C:3](=[O:32])[C@@H:4]([O:6][C:7]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]2[C:8]=1[C:9]([CH3:31])=[C:10]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=1[Cl:30])[C:11]([O:18][CH:19]([F:21])[F:20])=[N:12]2)[CH3:5].CO.O.[OH-].[Li+]>C(O)(=O)C>[Cl:30][C:24]1[CH:25]=[C:26]([Cl:29])[CH:27]=[CH:28][C:23]=1[CH2:22][C:10]1[C:11]([O:18][CH:19]([F:20])[F:21])=[N:12][C:13]2[C:8]([C:9]=1[CH3:31])=[C:7]([O:6][C@@H:4]([CH3:5])[C:3]([OH:32])=[O:2])[CH:16]=[CH:15][C:14]=2[F:17]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 68781708HCID 68781708, compound

Product 1

HCID 16660092HCID 16660092, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of (S)-2-[3-(2,4-dichlorobenzyl)-2-difluoromethoxy 8-fluoro-4-methylquinolin-5-yloxy]propionic acid methyl ester (0.070 g), methanol (3.0 mL), water (0.1 mL) and 5.0 M aqueous lithium hydroxide solution (0.060 mL) was stirred at room temperature for 18 hours. The mixture was acidified by the addition of glacial acetic acid and concentrated under reduced pressure. The residue was triturated with water to afford title compound as a white solid, 0.067 g.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was triturated with water

Sources & evidence

ORD record
ord-c8d75afdcbf94cd6a58d11f8a3ff2d72
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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