Sodium hydride → 3-Cyano-2-(6-dimethylaminohexyloxy)pyridine

HRID 359478

Reaction equation

HRID 359478 reaction equation
[CH3:1][N:2]([CH3:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][OH:9].[Na].[H-].[Na+].Cl[C:15]1[C:20]([C:21]#[N:22])=[CH:19][CH:18]=[CH:17][N:16]=1>C1(C)C=CC=CC=1>[C:21]([C:20]1[C:15]([O:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:10])[CH3:1])=[N:16][CH:17]=[CH:18][CH:19]=1)#[N:22]

Participants

6

Reactant 4

HCID 24758Sodium hydrideHCID 746236-Dimethylaminohexan-1-olHCID 810792-ChloronicotinonitrileHCID 5360545Sodium2×

Product 1

HCID 151356393-Cyano-2-(6-dimethylaminohexyloxy)pyridine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6-Dimethylaminohexanol is converted into its sodium salt with sodium hydride in toluene, followed by reaction of the sodium salt with 2-chloro-3-cyanopyridine to give 3-cyano-2-(6-dimethylaminohexyloxy)pyridine.

Sources & evidence

ORD record
ord-92f31da8126842d3985a154613783827
Source dataset
uspto-grants-1991_03
Patent number
US05001137

Linked notes

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