3,4-Difluorophenol → 2-(3-(3,4-Difluorophenoxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinic acid

HRID 72477

Reaction equation

HRID 72477 reaction equation
CS([O:5][CH:6]1[CH2:9][N:8]([C:10]2[N:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:11]=2[C:12]([O:14]C)=[O:13])[CH2:7]1)(=O)=O.[F:24][C:25]1[CH:26]=[C:27](O)[CH:28]=[CH:29][C:30]=1[F:31]>>[F:24][C:25]1[CH:26]=[C:27]([CH:28]=[CH:29][C:30]=1[F:31])[O:5][CH:6]1[CH2:9][N:8]([C:10]2[N:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:11]=2[C:12]([OH:14])=[O:13])[CH2:7]1

Participants

3

Reactant 2

HCID 759273,4-DifluorophenolHCID 86697871Methyl 2-(3-((methylsulfonyl)oxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinate

Product 1

HCID 679582442-(3-(3,4-Difluorophenoxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinic acidYield 103.6%

Procedure

The title compound (D128) (100 mg) was prepared according to the experimental procedure described in Description 103A starting from methyl 2-(3-((methylsulfonyl)oxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinate (D68) (100 mg, 0.258 mmol) and 3,4-Difluorophenol (44.06 mg, 0.338 mmol).

Sources & evidence

ORD record
ord-fad1ebcbe7ba41e297cb888617862a54
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Linked notes

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