Hydrochloric Acid → (5-methanesulfonylpyridin-2-yl)methanaminium chloride;[5-(methanesulfonyl)pyridin-2-yl]methanaminium chloride

HRID 559824Notes

Reaction equation

HRID 559824 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[N:12])=[N:9][CH:10]=1)(=[O:4])=[O:3].[ClH:13].[H][H]>CO.[Pd]>[ClH:13].[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][NH2:12])=[N:9][CH:10]=1)(=[O:4])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 591699295-(Methylsulfonyl)pyridine-2-carbonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 66725223(5-methanesulfonylpyridin-2-yl)methanaminium chloride;[5-(methanesulfonyl)pyridin-2-yl]methanaminium chlorideYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-(Methylsulfonyl)pyridine-2-carbonitrile (2.15 g, 11.8 mmol) was dissolved in methanol (230 ml). 6M HCl. (1 ml) and 10% palladium on carbon (234 mg) were added and the mixture was stirred under an atmospheric pressure of hydrogen overnight. The catalyst was removed by filtration through celite and the solvent was evaporated, water was added and the solution was freeze-dried to afford the title compound as a yellow powder (2.34 g, 89%).

Workup

  1. customThe catalyst was removed by filtration through celite
  2. customthe solvent was evaporated
  3. additionwater was added
  4. customthe solution was freeze-dried

Sources & evidence

ORD record
ord-6065228ce425408f9762305c1bee9786
Source dataset
uspto-grants-2011_11
Patent number
US08063073B2

Reaction notes

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