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

HRID 72446Notes

Reaction equation

HRID 72446 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[NH:12][CH:13]1[CH2:16][N:15]([C:17](OC(C)(C)C)=O)[CH2:14]1.ClC1[N:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:26]=1[C:27]([O:29][CH3:30])=[O:28]>>[Cl:35][C:32]1[CH:33]=[N:34][C:17]([N:15]2[CH2:14][CH:13]([NH:12][C:3]3[CH:4]=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=3[CH3:1])[CH2:16]2)=[C:26]([CH:31]=1)[C:27]([O:29][CH3:30])=[O:28]

Participants

3

Reactant 2

HCID 2764318Methyl 2,5-DichloronicotinateHCID 67958091HCID 67958091, compound

Product 1

HCID 67958457Methyl 5-chloro-2-(3-((2-methyl-4-(trifluoromethyl)phenyl)amino)azetidin-1-yl)nicotinateYield 30.3%

Procedure

The title compound (D86) (44 mg) was prepared according to the experimental procedure described in Description 85 starting from tert-butyl 3-((2-methyl-4-(trifluoromethyl)phenyl)amino)azetidine-1-carboxylate (D32) (150 mg, 0.454 mmol) and methyl 2,5-dichloronicotinate (74.92 mg, 0.363 mmol)

Sources & evidence

ORD record
ord-9f499f9a00e645e3a9fd068f1b67617e
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

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