Methyl iodide → HCID 23373068, compound

HRID 1898990Notes

Reaction equation

HRID 1898990 reaction equation
CN([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:15][CH2:16][CH2:17][CH3:18])[C:12]=2[Cl:14])[NH:7][CH:6]=1)C.[C-:19]#[N:20].[K+].CI>CN(C=O)C>[C:19]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:15][CH2:16][CH2:17][CH3:18])[C:12]=2[Cl:14])[NH:7][CH:6]=1)#[N:20]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 9032Potassium CyanideHCID 233731103-Dimethylaminomethyl-4-chloro-5-n-propyloxyindole

Product 1

HCID 23373068HCID 23373068, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Reaction of 3-dimethylaminomethyl-4-chloro-5-n-propyloxyindole (3.50 g, 13.1 mmol) with potassium cyanide (3.28 g, 50.4 mmol) and methyl iodide (7.44 g, 52.4 mmol) in DMF by the method described in 1 (d) gave 3-cyanomethyl-4-chloro-5-n-propyloxyindole as an oil which crystallised on standing (2.53 g).

Sources & evidence

ORD record
ord-0a0bd58d125940f1996948fd04ff44e3
Source dataset
uspto-grants-1996_11
Patent number
US05571833

Reaction notes

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