Acetic Acid → Piperidine-4-sulfonamide

HRID 1959094Notes

Reaction equation

HRID 1959094 reaction equation
[NH2:1][S:2]([CH:5]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7][CH2:6]1)(=[O:4])=[O:3].C(O)(=O)C>CO.[Pd]>[NH:8]1[CH2:9][CH2:10][CH:5]([S:2]([NH2:1])(=[O:4])=[O:3])[CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 59353042Benzyl 4-sulfamoylpiperidine-1-carboxylate2×

Product 1

HCID 18351283Piperidine-4-sulfonamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl 4-(aminosulfonyl)piperidine-1-carboxylate (the product from step i), 3.3 g) was dissolved in MeOH (20 ml). To this solution was added acetic acid (0.5 ml) and a catalytic amount of Pd/C. The reaction mixture was subjected to a pressure of 5 bar under an atmosphere of hydrogen gas for 18 h at RT. The reaction was filtered through celite and the filtrate was reduced in vacuo to give the subtitle compound as a white solid. Yield 1.7 g

Workup

  1. filtrationThe reaction was filtered through celite

Sources & evidence

ORD record
ord-9542e4e2ba344ca19cc4ed7a4558124c
Source dataset
uspto-grants-2013_04
Patent number
US08410123B2

Reaction notes

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