Methyl iodide → HCID 22922151, compound

HRID 2258525Notes

Reaction equation

HRID 2258525 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:21]=[CH:20][C:19]([C:22]([O:24][CH3:25])=[O:23])=[CH:18][C:15]=4[C:16]=3[OH:17])=[N:9]2)=[CH:4][CH:3]=1.[C:26](=O)([O-])[O-].[K+].[K+].CI>O1CCCC1.CN(C)C=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:21]=[CH:20][C:19]([C:22]([O:24][CH3:25])=[O:23])=[CH:18][C:15]=4[C:16]=3[O:17][CH3:26])=[N:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 136058237HCID 136058237, compound

Product 1

HCID 22922151HCID 22922151, compoundYield 49.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7-chloro-2-(5-methoxycarbonyl-3-hydroxybenzofuran-2-yl)quinoline (1.0 g), potassium carbonate (0.39 g), and methyl iodide (0.40 g) in a mixture of tetrahydrofuran (20 ml) and N,N-dimethylformamide (8 ml) was stirred under reflux. After being cooled, the appeared precipitates were collected by filtration and washed with acetone to give 7-chloro-2-(5-methoxycarbonyl-3-methoxybenzofuran-2-yl)quinoline (0.51 g).

Workup

  1. temperatureunder reflux
  2. temperatureAfter being cooled
  3. customthe appeared precipitates
  4. filtrationwere collected by filtration
  5. washwashed with acetone

Sources & evidence

ORD record
ord-090213dfaa62473ea318ed1268dbcfc4
Source dataset
uspto-grants-1997_08
Patent number
US05661159

Reaction notes

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