HCID 42644369, compound → HCID 42644133, compound

HRID 2283282Notes

Reaction equation

HRID 2283282 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5](/[C:8](/[CH3:24])=[CH:9]/[S:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:20]([NH2:23])(=[O:22])=[O:21])(=[O:12])=[O:11])=[CH:4][CH:3]=1.ClC1C=CC(C(=C)CS(NC2C=CC=CC=2S(N)(=O)=O)(=O)=O)=CC=1.[H][H]>CO.[Pd]>[C:5]1([CH:8]([CH3:24])[CH2:9][S:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:20]([NH2:23])(=[O:22])=[O:21])(=[O:11])=[O:12])[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1

Participants

6

Reactant 3

HCID 42644369HCID 42644369, compoundHCID 42644370HCID 42644370, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 42644133HCID 42644133, compoundYield 32%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-[[(E)-2-(4-chlorophenyl)prop-1-enyl]sulfonylamino]benzenesulfonamide and 2-[2-(4-chlorophenyl)prop-2-enylsulfonylamino]benzenesulfonamide (40 mg, 0.11 mmol) was dissolved in methanol (3 ml) and subjected to the H-cube (1 ml/min, full hydrogen. 10% Pd/C, 2 runs). The product obtained was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (13 mg, 32%) as a white solid.

Workup

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

Sources & evidence

ORD record
ord-0d58d2f70aa34abf96104c063100c60c
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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