Iodoethane → HCID 69307229, compound

HRID 1947034Notes

Reaction equation

HRID 1947034 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([N:9]2[C:17]3[C:12](=[C:13]([NH:18][S:19]([CH3:22])(=[O:21])=[O:20])[CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10]2)[CH:6]=[CH:5][N:4]=1.C([O-])([O-])=O.[K+].[K+].[CH2:29](I)[CH3:30]>CN(C=O)C.O>[CH2:29]([N:18]([C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[CH:11]=[CH:10][N:9]2[C:7]1[CH:6]=[CH:5][N:4]=[C:3]([S:2][CH3:1])[N:8]=1)[S:19]([CH3:22])(=[O:21])=[O:20])[CH3:30]

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 69307165HCID 69307165, compound

Product 1

HCID 69307229HCID 69307229, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

N-[1-(2-Methylsulfanyl-pyrimidin-4-yl)-1H-indol-4-yl]-methanesulfonamide (0.4 g) in DMF (2 mL) was treated with K2CO3 (0.83 g) followed by EtI (0.2055 g), stirred at RT overnight, diluted with water, the solid filtered, washed with water and dried at 50° C. in vacuo overnight to yield N-ethyl-N-[1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-indol-4-yl]-methane-sulfonamide (0.4 g).

Workup

  1. filtrationthe solid filtered
  2. washwashed with water
  3. customdried at 50° C. in vacuo overnight

Sources & evidence

ORD record
ord-1f09d9f459b3432c92c445a298453493
Source dataset
uspto-grants-2013_03
Patent number
US08399462B2

Reaction notes

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