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

HRID 72475
Notes
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Reaction equation

HRID 72475 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]([F:35])([F:34])[O:26][C:27]1[CH:28]=[C:29](O)[CH:30]=[CH:31][CH:32]=1>>[F:24][C:25]([F:34])([F:35])[O:26][C:27]1[CH:32]=[C:31]([CH:30]=[CH:29][CH:28]=1)[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
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27332613-(Trifluoromethoxy)phenolHCID 86697871Methyl 2-(3-((methylsulfonyl)oxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinate

Product 1

HCID 866978762-(3-(3-(Trifluoromethoxy)phenoxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinic acidYield 101%

Procedure

The title compound (D126) (110 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-(trifluoromethoxy)phenol (0.043 ml, 0.338 mmol).

Sources & evidence

ORD record
ord-fb062e8aa52945fa8a34ee36a5756f24
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08828987B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes