Methyl iodide → HCID 67055922, compound

HRID 712756Notes

Reaction equation

HRID 712756 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]#[N:10])[CH:5]=[N:6][CH:7]=1.[H-].[Na+].[CH3:13]I>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([CH3:13])[C:9]#[N:10])[CH:5]=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 150054172-(5-Bromopyridin-3-yl)acetonitrile

Product 1

HCID 67055922HCID 67055922, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(5-Bromo-pyridin-3-yl)-acetonitrile (1.0 g, 0.005 mol) and 60% NaH (0.780 g) are mixed in DMF (25 mL) at 0° C. and stirred at room temperature for 1 h. MeI (1.2 ml) is added to this mixture at 0° C. and stirred at room temperature overnight. 2-(5-bromo-pyridin-3-yl)-propionitrile is obtained by prep-HPLC (0.3 g, 28% yield).

Workup

  1. stirringstirred at room temperature overnight

Sources & evidence

ORD record
ord-8f9afe5c0d2640869d7f23930a9231c2
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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