Acetic Acid → HCID 57742501, compound

HRID 2266616Notes

Reaction equation

HRID 2266616 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.[OH-].[Li+].C(O)(=O)C>O>[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 176Acetic AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 68784800HCID 68784800, compound

Product 1

HCID 57742501HCID 57742501, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of (R)-2-[3-(2,4-dichlorobenzyl)-2-difluoromethoxy-8-fluoro-4-methylquinolin-5-yloxy]propionic acid methyl ester (0.054 g), methanol (2.0 mL), water (0.1 mL) and 5.0 M aqueous lithium hydroxide solution (0.044 mL) was stirred at room temperature for 15 hours. The mixture was acidified by the addition of glacial acetic acid, diluted with water and the resulting precipitate collected by filtration to afford title compound as a white solid, 0.048 g.

Workup

  1. filtrationthe resulting precipitate collected by filtration

Sources & evidence

ORD record
ord-14b6b55946204c5f86a0cfd2169409c2
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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