Methyl iodide → HCID 59652048, compound

HRID 2042583Notes

Reaction equation

HRID 2042583 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.IC.[C:17](=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O.ClCCl>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[O:14])[N:12]([CH3:17])[N:13]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 19604216HCID 19604216, compound

Product 1

HCID 59652048HCID 59652048, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

To 6-(6-chloropyridin-3-yl)-4,5-dihydro-2H-pyridazin-3-one (1.03 g, 4.93 mmol) in DMSO (40 mL) was added iodomethane (460 μL, 7.4 mmol) and cesium carbonate (3.2 g, 9.86 mmol). After overnight stirring at 100° C. open to air, the reaction was cooled, diluted with dichloromethane, washed several times with water/brine, dried over sodium sulfate, and concentrated under vacuum to obtain 835 mg product (79%); MS m/z 222 (M+H).

Workup

  1. temperaturethe reaction was cooled
  2. washwashed several times with water/brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-a7a43e0b0fcb4471b8ae4740d827f7c7
Source dataset
uspto-grants-2013_11
Patent number
US08586588B2

Reaction notes

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