Potassium Carbonate → HCID 14720286, compound

HRID 2351970Notes

Reaction equation

HRID 2351970 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[CH:5][CH:4]=1)#[N:2].C(=O)([O-])[O-].[K+].[K+].[CH3:23][S:24](Cl)(=[O:26])=[O:25]>ClCCl>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([N:9]([CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[S:24]([CH3:23])(=[O:26])=[O:25])=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 14720285HCID 14720285, compound

Product 1

HCID 14720286HCID 14720286, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 4.2 g. portion of 3-(4-cyanophenylaminomethyl)pyridine was dissolved in 25 ml. of dichloromethane, and 4.1 g. of potassium carbonate and 2.4 ml. of methanesulfonyl chloride were added. The mixture was stirred at ambient temperature for 4 days, and was then diluted with 30 ml. of dichloromethane. It was then extracted with 20 ml. of water, dried over magnesium sulfate, and evaporated to an oily residue. The residue was applied to a silica gel column and eluted with dichloromethane. The product-containing fractions were combined and evaporated, and the residue was triturated with diethyl ether to obtain 1 g. of the desired product, m.p. 73°-75°.

Workup

  1. additionwas then diluted with 30 ml
  2. extractionIt was then extracted with 20 ml
  3. dry with materialof water, dried over magnesium sulfate
  4. customevaporated to an oily residue
  5. washeluted with dichloromethane
  6. customevaporated
  7. customthe residue was triturated with diethyl ether
  8. customto obtain 1 g

Sources & evidence

ORD record
ord-7d94b290b4b341d6878b8549ca853eeb
Source dataset
uspto-grants-1989_10
Patent number
US04874775

Reaction notes

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