HCID 42645536, compound → HCID 42645535, compound

HRID 2283265Notes

Reaction equation

HRID 2283265 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[C:9](/[S:11]([NH:14][C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[S:22]([NH2:25])(=[O:24])=[O:23])(=[O:13])=[O:12])\[CH3:10])=[CH:4][CH:3]=1>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([S:11]([NH:14][C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[S:22]([NH2:25])(=[O:24])=[O:23])(=[O:12])=[O:13])[CH3:10])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 42645536HCID 42645536, compound

Product 1

HCID 42645535HCID 42645535, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-[[(E)-1-(4-Chlorophenyl)prop-1-en-2-yl]sulfonylamino]-4-fluoro-benzenesulfonamide (60 mg, 0.15 mmol) was dissolved in ethyl acetate (3 mL) and mixture was subjected to reduction using the H-cube instrument. The reaction mixture was eluted through the Pd/C (10%) cartridge using full hydrogen (1 atm) at 1 ml/min. The mixture was subjected to the H-cube once again using the same conditions. The crude product was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (25 mg, 38%).

Workup

  1. washThe reaction mixture was eluted through the Pd/C (10%) cartridge
  2. customThe crude product was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer)

Sources & evidence

ORD record
ord-1543b3a982c044c6820594b53bf41e81
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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