Methyl iodide → HCID 54433757, compound

HRID 1976396Notes

Reaction equation

HRID 1976396 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][NH:10][CH2:9][CH2:8][N:7]1[S:12]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13])=[O:5])[CH3:2].[C:22](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C.CCOCC>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][N:10]([CH3:22])[CH2:9][CH2:8][N:7]1[S:12]([C:15]1[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=1)(=[O:13])=[O:14])=[O:5])[CH3:2]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 54172205HCID 54172205, compound

Product 1

HCID 54433757HCID 54433757, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.469 g (1.484 mmol) of the product of Example 52 dissolved in 10 mL of DMF was added 0.614 g (4.452 mmol) of potassium carbonate followed by 0.092 mL (1.484 mmol) of iodomethane and the resulting mixture was stirred at room temperature for 3 h. The reaction mixture was then diluted with ether and washed with water. The organics were dried over Na2SO4, filtered and concentrated in vacuo to provide 0.446 g (91%) of the N-methyl amine as a colorless oil. Electrospray Mass Spec: 330.9 (M+H)+

Workup

  1. washwashed with water
  2. dry with materialThe organics were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7d48e702b60a4453a74f49f525dec9e2
Source dataset
uspto-grants-2001_05
Patent number
US06225311B1

Reaction notes

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