Methyl iodide → HCID 474633, compound

HRID 1415665Notes

Reaction equation

HRID 1415665 reaction equation
[CH2:1]([CH:3]1[C:9]2[N:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=[O:14])[N:6]([CH3:15])[C:5]2[CH:16]=[CH:17][CH:18]=[N:19][C:4]1=2)[CH3:2].[CH3:20]C(C)([O-])C.[K+].CI.C(OCC)(=O)C>CS(C)=O>[CH2:1]([C:3]1([CH3:20])[C:9]2[N:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=[O:14])[N:6]([CH3:15])[C:5]2[CH:16]=[CH:17][CH:18]=[N:19][C:4]1=2)[CH3:2]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 474631HCID 474631, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 474633HCID 474633, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 5,11-dihydro-11-ethyl-5-methyldipyrido[3,2-b:2',3'-e]azepine-6-one (0.10 g) in DMSO (1 mL) stirred under nitrogen was added potassium tert-butoxide (1M in tetrahydrofuran, 0.5 mL). After 3 minutes, methyl iodide (0.1 mL) was added, and the mixture was stirred for 10 minutes. Ethyl acetate was added, and the mixture was washed with water, dried, filtered, and evaporated. The residue was fractionated by preparative layer chromatography (developer chloroform/ethanol) to give 5,11-dihydro-11-ethyl-11-methyl-5-methyldipyrido[3,2-b:2',3 '-e]azepine-6-one (0.006 g).

Workup

  1. washthe mixture was washed with water
  2. customdried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-afc6b8e24d0b46c89c6e423226f95db1
Source dataset
uspto-grants-1999_06
Patent number
US05908841

Reaction notes

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