Methyl iodide → HCID 19735558, compound

HRID 326568Notes

Reaction equation

HRID 326568 reaction equation
[NH:1]1[C:9]2[C:8](=[O:10])[N:7]3[CH2:11][CH2:12][CH2:13][CH2:14][C:6]3=[N:5][C:4]=2[N:3]=[CH:2]1.[H-].[Na+].I[CH3:18]>CN(C)C=O>[CH3:18][N:1]1[C:9]2[C:8](=[O:10])[N:7]3[CH2:11][CH2:12][CH2:13][CH2:14][C:6]3=[N:5][C:4]=2[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 19735579HCID 19735579, compound

Product 1

HCID 19735558HCID 19735558, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 1.20 g (6.32 mmol) of Compound 24 obtained in Example 24 was suspended in 20 ml of dimethylformamide, 0.265 g (6.63 mmol) of 60% sodium hydride was added to the suspension at 0° C. After 30 minutes, 0.433 ml (6.95 mmol) of iodomethane was added and the mixture was stirred at room temperature for 1.5 hours. The precipitate was collected by filtration and recrystallized from isopropanoldiisopropyl ether to afford 0.700 g (54.3%) of Compound 25 as colorless crystals.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customrecrystallized from isopropanoldiisopropyl ether

Sources & evidence

ORD record
ord-19c7a9726b40421da54d01308195e1c1
Source dataset
uspto-grants-1993_12
Patent number
US05270316

Reaction notes

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