Potassium Hydroxide → 2-Fluoro-6-(4-{2-[(6-fluoropyridin-2-yl)oxy]ethyl}-2-methoxyphenoxy)pyridine

HRID 625988

Reaction equation

HRID 625988 reaction equation
[OH-].[K+].[OH:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([O:13][CH3:14])[CH:7]=1.F[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[N:17]=1>CN(C=O)C>[F:22][C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([O:12][C:9]2[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][O:3][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[N:17]=3)=[CH:7][C:8]=2[O:13][CH3:14])[N:17]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 16928Homovanillyl alcoholHCID 739342,6-Difluoropyridine

Product 1

HCID 247859262-Fluoro-6-(4-{2-[(6-fluoropyridin-2-yl)oxy]ethyl}-2-methoxyphenoxy)pyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

To a suspension of KOH (2 mmol; 112 mg) in anhydrous DMF (1 mL) under argon, was added 4-(2-hydroxyethyl)-2-methoxyphenol (1 mmol; 168 mg) followed by 2,6-Difluoropyridine (1 mmol; 0.1 ml). The reaction mixture was stirred at 110° C. for 20 h.

Sources & evidence

ORD record
ord-c5873df0ab9942df83120de2cb1d9f1b
Source dataset
uspto-grants-2016_04
Patent number
US09309179B2

Linked notes

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