Methyl iodide → HCID 59569552, compound

HRID 1045368Notes

Reaction equation

HRID 1045368 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:12])[NH:8][C:7](=[O:13])[CH:6]=[CH:5]2.Cl[C:15]1C(C)=C2C(=CC=1)NC(=O)C=C2.C([O-])([O-])=O.[Cs+].[Cs+].IC>CN(C=O)C.ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:12])[N:8]([CH3:15])[C:7](=[O:13])[CH:6]=[CH:5]2

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 58318186HCID 58318186, compoundHCID 59569575HCID 59569575, compound

Product 1

HCID 59569552HCID 59569552, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 6-chloro-7-methylquinolin-2(1H)-one, 6-chloro-5-methylquinolin-2(1H)-one, Cs2CO3, and iodomethane in DMF was heated in a microwave reactor at 100° C. for 30 min. The mixture was diluted with dichloromethane, washed with water and dried over sodium sulfate. After removing the solvent the crude product (600 mg) was used in the next step without purification. MS (ESI) m/z: Calculated for C11H10ClNO: 207.1. found: 208 (M+H)+.

Workup

  1. washwashed with water
  2. dry with materialdried over sodium sulfate
  3. customAfter removing the solvent the crude product (600 mg)
  4. customwas used in the next step without purification

Sources & evidence

ORD record
ord-51a02f2e985d418ea876fd457c311316
Source dataset
uspto-grants-2013_10
Patent number
US08569282B2

Reaction notes

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