HCID 42644369, compound → HCID 57751047, compound

HRID 2283284Notes

Reaction equation

HRID 2283284 reaction equation
[Cl:1][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>CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([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:4][CH:3]=1

Participants

4

Reactant 2

HCID 42644369HCID 42644369, compoundHCID 42644370HCID 42644370, compound

Product 1

HCID 57751047HCID 57751047, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (E)-2-(2-(4-chlorophenyl)prop-1-enylsulfonamido)benzenesulfonamide and 2-[2-(4-chlorophenyl)prop-2-enylsulfonylamino]benzenesulfonamide (100 mg, 0.26 mmol) was dissolved in EtOAc in a 5 mL syringe. The solution was filtered and injected into 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 (56 mg, 56%).

Workup

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

Sources & evidence

ORD record
ord-c759aae30224429987545cd833e7f2a5
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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