Dimethylformamide → Pyridine, 3-bromo-5-fluoro-2-methoxy-4-methyl-

HRID 1043919Notes

Reaction equation

HRID 1043919 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([F:9])[C:7]=1[CH3:8].CN([CH:14]=[O:15])C.C[O-].[Na+]>O>[Br:1][C:2]1[C:3]([O:15][CH3:14])=[N:4][CH:5]=[C:6]([F:9])[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 10942334Sodium MethoxideHCID 73555087HCID 73555087, compound

Product 1

HCID 86686343Pyridine, 3-bromo-5-fluoro-2-methoxy-4-methyl-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

3-bromo-2-chloro-5-fluoro-4-methylpyridine (340 mg) was added to DMF (1.8 mL). Sodium methoxide (28% solution in methanol, 5.4 mL) was added to the solution, and the mixture was stirred at 80° C. for two hours. Water was added to the reaction mixture. The precipitated solid was collected by filtration to give the title compound (240 mg).

Workup

  1. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-ad0a96bf3f0247ac90b793971266620f
Source dataset
uspto-grants-2013_10
Patent number
US08563565B2

Reaction notes

Loading…