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

HRID 72454Notes

Reaction equation

HRID 72454 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]1[CH:15]=[C:16]([CH:23]=[CH:24][CH:25]=1)[O:17][CH:18]1[CH2:22][CH2:21][NH:20][CH2:19]1>>[Cl:12][C:9]1[CH:10]=[N:11][C:2]([N:20]2[CH2:21][CH2:22][CH:18]([O:17][C:16]3[CH:23]=[CH:24][CH:25]=[C:14]([F:13])[CH:15]=3)[CH2:19]2)=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 2764318Methyl 2,5-DichloronicotinateHCID 450755013-(3-Fluorophenoxy)pyrrolidine

Product 1

HCID 67958336Methyl 5-chloro-2-(3-(3-fluorophenoxy)pyrrolidin-1-yl)nicotinateYield 60.9%

Procedure

The title compound (D95) (250 mg) was prepared according to the experimental procedure described in Description 62 starting from methyl 2,5-dichloronicotinate (241.37 mg, 1.17 mmol) and 3-(3-fluorophenoxy)pyrrolidine (D60) (253 mg, 1.39 mmol).

Sources & evidence

ORD record
ord-6acf5286cc4f4c5faa2b3998091409ca
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

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