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

HRID 72451Notes

Reaction equation

HRID 72451 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:28])([F:27])[C:15]1[CH:26]=[CH:25][C:18]([O:19][CH:20]2[CH2:24][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][CH2:24][CH:20]([O:19][C:18]3[CH:17]=[CH:16][C:15]([C:14]([F:13])([F:28])[F:27])=[CH:26][CH:25]=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 187231273-[4-(Trifluoromethyl)phenoxy]pyrrolidine

Product 1

HCID 67958148Methyl 5-chloro-2-(3-(4-(trifluoromethyl)phenoxy)pyrrolidin-1-yl)nicotinateYield 66%

Procedure

The title compound (D91) (230 mg) was prepared according to the experimental procedure described in Description 62 starting methyl 2,5-dichloronicotinate (180 mg, 0.87 mmol) and 3-(4-(trifluoromethyl)phenoxy)pyrrolidine (D57) (242 mg, 1.05 mmol).

Sources & evidence

ORD record
ord-e5fd06bc327b4a6da777f36beec5c967
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

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