Lithium Hydroxide → 4-(4-Chloro-2-methoxyphenoxy)-2-fluoro-5-(2-methoxypyridin-3-yl)benzoic acid lithium salt

HRID 1620330Notes

Reaction equation

HRID 1620330 reaction equation
[OH-].[Li+:2].[Cl:3][C:4]1[CH:29]=[CH:28][C:7]([O:8][C:9]2[C:18]([C:19]3[C:20]([O:25][CH3:26])=[N:21][CH:22]=[CH:23][CH:24]=3)=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[C:11]([F:27])[CH:10]=2)=[C:6]([O:30][CH3:31])[CH:5]=1>C1COCC1>[Li+:2].[Cl:3][C:4]1[CH:29]=[CH:28][C:7]([O:8][C:9]2[C:18]([C:19]3[C:20]([O:25][CH3:26])=[N:21][CH:22]=[CH:23][CH:24]=3)=[CH:17][C:12]([C:13]([O-:15])=[O:14])=[C:11]([F:27])[CH:10]=2)=[C:6]([O:30][CH3:31])[CH:5]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66667925Methyl 4-(4-chloro-2-methoxyphenoxy)-2-fluoro-5-(2-methoxypyridin-3-yl)benzoate

Product 1

HCID 666677094-(4-Chloro-2-methoxyphenoxy)-2-fluoro-5-(2-methoxypyridin-3-yl)benzoic acid lithium saltYield 149.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aqueous lithium hydroxide solution (1M, 0.57 mL, 0.57 mmol) was added to a solution of methyl 4-(4-chloro-2-methoxyphenoxy)-2-fluoro-5-(2-methoxypyridin-3-yl)benzoate (Preparation 16, 0.0477 mg, 0.114 mmol) in THF (2.3 mL) and stirred for 72 hours at room temperature under a nitrogen atmosphere. The reaction was then concentrated in vacuo to afford the title compound as a white solid (0.070 g).

Workup

  1. concentrationThe reaction was then concentrated in vacuo

Sources & evidence

ORD record
ord-371120e2e6884cb4ab9c90102076d855
Source dataset
uspto-grants-2014_07
Patent number
US08772343B2

Reaction notes

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