Hydrochloric Acid → N-[4-(aminomethyl)pyridin-2-yl]methanesulfonamide

HRID 219670Notes

Reaction equation

HRID 219670 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])[CH:4]=1)#[N:2].Cl>CO.[Pd]>[NH2:2][CH2:1][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])[CH:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69122739N-(4-cyanopyridin-2-yl)-methanesulfonamide

Product 1

HCID 68521300N-[4-(aminomethyl)pyridin-2-yl]methanesulfonamideYield 98.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(4-Cyano-pyridin-2-yl)-methanesulfonamide (0.15 g, 0.76 mmol) is dissolved in MeOH (4 mL) and concentrated HCl (2 mL) and is treated with Pd/C (10%, 150 mg). The mixture is stirred under H2 for 12 hours, filtered and concentrated in vacuo to afford N-(4-aminomethyl-pyridin-2-yl)-methanesulfonamide (0.15 g, 97%), which is used directly in the next step without further purification.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7a05c30b23274f788d64a99fce16e740
Source dataset
uspto-grants-2012_06
Patent number
US08202863B2

Reaction notes

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