3-(Trifluoromethoxy)phenol → 5-Chloro-2-(3-(3-(trifluoromethoxy)phenoxy)azetidin-1-yl)nicotinic acid

HRID 72460

Reaction equation

HRID 72460 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]([F:32])([F:31])[O:23][C:24]1[CH:25]=[C:26](O)[CH:27]=[CH:28][CH:29]=1>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:12]2[CH2:15][CH:14]([O:16][C:26]3[CH:27]=[CH:28][CH:29]=[C:24]([O:23][C:22]([F:21])([F:31])[F:32])[CH:25]=3)[CH2:13]2)=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 27332613-(Trifluoromethoxy)phenolHCID 86697874Methyl 5-chloro-2-(3-((methylsulfonyl)oxy)azetidin-1-yl)nicotinate

Product 1

HCID 679586275-Chloro-2-(3-(3-(trifluoromethoxy)phenoxy)azetidin-1-yl)nicotinic acidYield 101.5%

Procedure

The title compound (D107) (112 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 3-(trifluoromethoxy)phenol (0.036 ml, 0.284 mmol).

Sources & evidence

ORD record
ord-ff1ecc0189de419cb78dc21dec2cc2d4
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Linked notes

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