Ethanol → HCID 178504585, compound

HRID 1070838Notes

Reaction equation

HRID 1070838 reaction equation
[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].[NH:6]1[CH:10]=[CH:9][CH:8]=[N:7]1.C(O)C>[Pd]>[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].[NH2:5][C:10]1[CH:9]=[CH:8][NH:7][N:6]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 22398204HCID 22398204, compound

Product 1

HCID 178504585HCID 178504585, compoundYield 277.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a nitrogen flushed solution of pyrazole methylsulfonamide (275.0 mg, 0.70 mmol), from step C, in 10 mL of ethanol was added solid palladium (10% on activated carbon, wet with <50% water, 550.0 mg). The suspension was degassed via house vacuum, then filled with hydrogen gas supplied by a gas balloon. The mixture was stirred for 3.5 h under a hydrogen atmosphere, and filtered through a layer of Celite. The solid residue and the filtration pad were rinsed with ethanol and ethyl acetate, the combined filtrate and rinsing were concentrated under reduced pressure to give 173.0 mg (95%) of amino-pyrazole methylsulfonamide as a solid (MH+=262.0).

Workup

  1. customThe suspension was degassed via house vacuum
  2. additionfilled with hydrogen gas
  3. filtrationfiltered through a layer of Celite
  4. washThe solid residue and the filtration pad were rinsed with ethanol and ethyl acetate
  5. washthe combined filtrate and rinsing
  6. concentrationwere concentrated under reduced pressure

Sources & evidence

ORD record
ord-297a79d785c64db5a419923f8615a92d
Source dataset
uspto-grants-2005_06
Patent number
US06903131B2

Reaction notes

Loading…