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

HRID 72452Notes

Reaction equation

HRID 72452 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:16]=[C:17]([CH:24]=[CH:25][CH:26]=1)[O:18][CH:19]1[CH2:23][CH2:22][NH:21][CH2:20]1>>[Cl:12][C:9]1[CH:10]=[N:11][C:2]([N:21]2[CH2:22][CH2:23][CH:19]([O:18][C:17]3[CH:24]=[CH:25][CH:26]=[C:15]([C:14]([F:13])([F:28])[F:27])[CH:16]=3)[CH2:20]2)=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 2764318Methyl 2,5-DichloronicotinateHCID 183371713-[3-(Trifluoromethyl)phenoxy]pyrrolidine

Product 1

HCID 67958734Methyl 5-chloro-2-(3-(3-(trifluoromethyl)phenoxy)pyrrolidin-1-yl)nicotinateYield 57.6%

Procedure

The title compound (D92) (270 mg) was prepared according to the experimental procedure described in Description 62 starting methyl 2,5-dichloronicotinate (241.37 mg, 1.17 mmol) and from 3-(3-(trifluoromethyl)phenoxy)pyrrolidine (D58) (323 mg, 1.39 mmol).

Sources & evidence

ORD record
ord-c9a7df74075346c4958f67ff3a1054cf
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

Loading…