Lithium Hydroxide → 3-Amino-6-(2,6-difluorophenyl)-5-fluoropicolinic acid

HRID 705228

Reaction equation

[NH2:1][C:2]1[C:3]([C:17]([O:19]C)=[O:18])=[N:4][C:5]([C:9]2[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=2[F:16])=[C:6]([F:8])[CH:7]=1.[Li+].[OH-]>>[NH2:1][C:2]1[C:3]([C:17]([OH:19])=[O:18])=[N:4][C:5]([C:9]2[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=2[F:16])=[C:6]([F:8])[CH:7]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 59226608Methyl 3-amino-6-(2,6-difluorophenyl)-5-fluoropicolinate

Product 1

HCID 592265133-Amino-6-(2,6-difluorophenyl)-5-fluoropicolinic acidYield 79%

Procedure

Method 2 was followed using methyl 3-amino-6-(2,6-difluorophenyl)-5-fluoropicolinate (1.0 equiv.) and LiOH (1.0 equiv.) to give 3-amino-6-(2,6-difluorophenyl)-5-fluoropicolinic acid in 79% yield. LCMS (m/z): 269.0 (MH+), Rt=0.79 min.

Sources & evidence

ORD record: ord-95d3ce60c9904ca19a3455f175a064d9
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09173883B2

Linked notes

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