Methyl iodide → HCID 13536439, compound

HRID 1494381Notes

Reaction equation

HRID 1494381 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]([O:16][CH2:17][CH2:18][CH3:19])=[O:15])=[C:12]([CH3:20])[NH:11][C:10]2[CH2:21][O:22][C:23](=[O:24])[C:9]1=2.[OH-].[K+].[CH3:27]I>CS(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]([O:16][CH2:17][CH2:18][CH3:19])=[O:15])=[C:12]([CH3:20])[N:11]([CH3:27])[C:10]2[CH2:21][O:22][C:23](=[O:24])[C:9]1=2

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 19828015HCID 19828015, compound

Product 1

HCID 13536439HCID 13536439, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

50 mmol of propyl 4-(2-chlorophenyl)-2-methyl-5-oxo-1,4,5,7-tetrahydrofuro-[3,4-b]pyridine-3-carboxylate are dissolved in 150 ml of dimethyl sulphoxide, and 7 g of potassium hydroxide powder and 50 mmol of methyl iodide are added. After 2 hours at room temperature, the mixture is poured onto ice-water and extracted with CH2Cl2, the extract is dried and evaporated down, and the residue is recrystallized.

Workup

  1. additionthe mixture is poured onto ice-water
  2. extractionextracted with CH2Cl2
  3. customthe extract is dried
  4. customevaporated down
  5. customthe residue is recrystallized

Sources & evidence

ORD record
ord-23a9f4b154534b1c8f759cb5f2531431
Source dataset
uspto-grants-1991_06
Patent number
US05026714

Reaction notes

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