Methyl 2,5-Dichloronicotinate → Methyl 5-chloro-2-(3-(4-(trifluoromethyl)phenoxy)azetidin-1-yl)nicotinate

HRID 72439

Reaction equation

HRID 72439 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[F:13][C:14]([F:27])([F:26])[C:15]1[CH:25]=[CH:24][C:18]([O:19][CH:20]2[CH2:23][NH:22][CH2:21]2)=[CH:17][CH:16]=1>>[Cl:12][C:9]1[CH:10]=[N:11][C:2]([N:22]2[CH2:23][CH:20]([O:19][C:18]3[CH:17]=[CH:16][C:15]([C:14]([F:13])([F:27])[F:26])=[CH:25][CH:24]=3)[CH2:21]2)=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 2764318Methyl 2,5-DichloronicotinateHCID 128124993-[4-(Trifluoromethyl)phenoxy]azetidine

Product 1

HCID 67958398Methyl 5-chloro-2-(3-(4-(trifluoromethyl)phenoxy)azetidin-1-yl)nicotinateYield 66.7%

Procedure

The title compound (D78) (200 mg) was prepared according to the experimental procedure described in Description 62 starting from Methyl 2,5-dichloronicotinate (160 mg, 0.775 mmol) and 3-(4-(trifluoromethyl)phenoxy)azetidine (D52) (202.13 mg, 0.903 mmol).

Sources & evidence

ORD record
ord-b6292d67aaff47f0bb1b6beedde8dae3
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Linked notes

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