2-Chloro-5-(trifluoromethyl)nicotinic acid → 2-(3-(4-Fluorophenoxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinic acid

HRID 72471Notes

Reaction equation

HRID 72471 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH:7]2[CH2:10][NH:9][CH2:8]2)=[CH:4][CH:3]=1.Cl[C:14]1[N:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:15]=1[C:16]([OH:18])=[O:17]>>[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH:7]2[CH2:8][N:9]([C:14]3[N:22]=[CH:21][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:19][C:15]=3[C:16]([OH:18])=[O:17])[CH2:10]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 121402272-Chloro-5-(trifluoromethyl)nicotinic acidHCID 214287303-(4-Fluorophenoxy)azetidine2×

Product 1

HCID 679583872-(3-(4-Fluorophenoxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinic acid

Procedure

The title compound (D122) (180 mg) was prepared according to the experimental procedure described in Description 121 starting from 3-(4-fluorophenoxy)azetidine) (D49) (177.89 mg, 1.064 mmol) and 2-chloro-5-(trifluoromethyl)nicotinic acid (200 mg, 0.886 mmol)

Sources & evidence

ORD record
ord-a1960416f904479985ec4d3e722ad8c2
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

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