2,4-Difluorophenol → 5-Chloro-2-(3-(2,4-difluorophenoxy)azetidin-1-yl)nicotinic acid

HRID 72461

Reaction equation

HRID 72461 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:12]2[CH2:15][CH:14]([O:16]S(C)(=O)=O)[CH2:13]2)=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[F:21][C:22]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=1O>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:12]2[CH2:15][CH:14]([O:16][C:25]3[CH:24]=[CH:23][C:22]([F:21])=[CH:27][C:26]=3[F:28])[CH2:13]2)=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 1230512,4-DifluorophenolHCID 86697874Methyl 5-chloro-2-(3-((methylsulfonyl)oxy)azetidin-1-yl)nicotinate

Product 1

HCID 679584225-Chloro-2-(3-(2,4-difluorophenoxy)azetidin-1-yl)nicotinic acidYield 86.8%

Procedure

The title compound (D108) (84 mg) was prepared according to the experimental procedure described in Description 103A starting from methyl 5-chloro-2-(3-((methylsulfonyl)oxy)azetidin-1-yl)nicotinate (D63) (100 mg, 0.311 mmol) and 2,4-Difluorophenol (0.027 ml, 0.284 mmol).

Sources & evidence

ORD record
ord-44d3865ae6cf493b9657033d0acad975
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Linked notes

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