HCID 44284734, compound → HCID 22458385, compound

HRID 2184916Notes

Reaction equation

HRID 2184916 reaction equation
[CH3:1][O:2][CH2:3]/[C:4](/[C:25]1[CH:26]=[C:27]([C:31]([NH2:33])=[NH:32])[CH:28]=[CH:29][CH:30]=1)=[CH:5]/[C:6](=[O:24])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:20](=[O:23])(=[O:22])[NH2:21])=[CH:10][CH:9]=1.[H][H]>CO.[Pd]>[CH3:1][O:2][CH2:3][CH:4]([C:25]1[CH:26]=[C:27]([C:31]([NH2:33])=[NH:32])[CH:28]=[CH:29][CH:30]=1)[CH2:5][C:6](=[O:24])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:20](=[O:22])(=[O:23])[NH2:21])=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 44284734HCID 44284734, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22458385HCID 22458385, compoundYield 107.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-((1E)-1-(methoxymethyl)-2-{N-[4-(2-sulfamoylphenyl)phenyl]carbamoyl}vinyl)-benzenecarboxamidine (5 mg, 0.01 mmol) in 4 ml methanol was added 10% Pd on carbon (1 mg). Mixture was treated with hydrogen at 1 atmosphere under balloon for 1 hr. Reaction was filtered through a pad of Celite, concentrated and lyophilized to give 3-(1-(methoxymethyl)-2-{N-[4-(2-sulfamoylphenyl)phenyl]carbamoyl}-ethyl)benzenecarboxamidine (5 mg, 100%) as a fluffy white powder. ES-MS (M+H+): 467.15

Workup

  1. customReaction
  2. filtrationwas filtered through a pad of Celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-1fddf7f2f4f74647a26efaf8cc800ec0
Source dataset
uspto-grants-2002_06
Patent number
US06399627B1

Reaction notes

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