Hydrochloric Acid → [5-(Methanesulfonyl)pyridin-2-yl]methanaminium chloride

HRID 1888829Notes

Reaction equation

HRID 1888829 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-(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 (2.34 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-7357e64aaf5d464b8a870f42cac42a69
Source dataset
uspto-grants-2013_08
Patent number
US08501784B2

Reaction notes

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