Iodoethane → HCID 18675866, compound

HRID 1635090Notes

Reaction equation

HRID 1635090 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][C:9]#[N:10])[C:3]=1[O:11][CH3:12].[H-].[Na+].[CH2:15](I)[CH3:16]>C1COCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]([CH2:15][CH3:16])[C:9]#[N:10])[C:3]=1[O:11][CH3:12]

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 186758634-Chloro-3-methoxy-2-pyridineacetonitrile

Product 1

HCID 18675866HCID 18675866, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
45 °C

Procedure

2-(4-Chloro-3-methoxy-2-pyridinyl)-acetonitrile (7.06 g) is dissolved in THF (40 ml) and 60% sodium hydride (1.62 g) is added followed by 3.25 ml of ethyl iodide. The reaction is allowed to stir at 45° C. for 1.5 hour then the reaction mixture is diluted with water and extracted with ethyl acetate. The desired product is purified by chromatography using hexane/ethyl acetate 4/1 as solvent.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe desired product is purified by chromatography

Sources & evidence

ORD record
ord-682b59012d7f49cba69278c1797345c1
Source dataset
uspto-grants-2003_01
Patent number
US06509349B1

Reaction notes

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