HCID 42644137, compound → HCID 57751092, compound

HRID 2283285Notes

Reaction equation

HRID 2283285 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1/[CH:9]=[CH:10]/[S:11]([NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([NH2:24])(=[O:23])=[O:22])(=[O:13])=[O:12].[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][S:11]([NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([NH2:24])(=[O:23])=[O:22])(=[O:12])=[O:13]

Participants

5

Reactant 2

HCID 42644137HCID 42644137, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57751092HCID 57751092, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(E)-2-(2-(2-Methoxyphenyl)vinylsulfonamido)benzenesulfonamide (94 mg, 0.26 mmol) was dissolved in methanol (5 mL) in a 5 mL syringe. The solution was injected to the H-cube (1 ml/min, full hydrogen; 10% Pd/C). The solvent was then removed under reduced pressure and the crude material was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (69 mg, 73%).

Workup

  1. customThe solvent was then removed under reduced pressure
  2. customthe crude material was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer)

Sources & evidence

ORD record
ord-dbd70a746b8b45bbbe1de72a11f489fd
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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