HCID 42645534, compound → HCID 42645532, compound

HRID 2283263Notes

Reaction equation

HRID 2283263 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]=[CH:19][CH:18]=[CH:17][C:16]=2[S:21]([NH2:24])(=[O:23])=[O:22])(=[O:13])=[O:12])\[CH3:10])=[CH:4][CH:3]=1.[H][H]>C(OCC)(=O)C.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[S:21]([NH2:24])(=[O:23])=[O:22])(=[O:13])=[O:12])[CH3:10])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 42645534HCID 42645534, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 42645532HCID 42645532, compoundYield 38%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-[[(E)-1-(4-Chlorophenyl)prop-1-en-2-yl]sulfonylamino]benzenesulfonamide (100 mg, 0.26 mmol) was dissolved in ethyl acetate (3 ml) and subjected to the H-cube (1 ml/min, full hydrogen. 10% Pd/C, 3 runs). The material obtained was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (38 mg, 38%). The compound of Example 8 was also obtained.

Workup

  1. customThe material obtained
  2. customwas purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer)

Sources & evidence

ORD record
ord-721720da7ab04b0e87bfa8a10cec9b43
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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