HCID 19101731, compound → HCID 19101740, compound

HRID 1974565Notes

Reaction equation

HRID 1974565 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:14]2)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O>O1CCOCC1.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([S:10]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:14]2)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 1

HCID 19101731HCID 19101731, compound

Product 1

HCID 19101740HCID 19101740, compoundYield 14.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-[1-(3-nitrobenzenesulfonyl)indol-3-yl]butyric acid (1.0 g) in 1,4-dioxane (15 ml) and methanol (15 ml) was added 10% palladium on carbon (0.93 g). The mixture was hydrogenolized for 8 hours at room temperature. The catalyst was filtered off and the solvent was removed in vacuo. The residue was purified by a column of silica gel to give a yellow solid of 4-[1-(3-aminobenzenesulfonyl)indol-3-yl]butyric acid (0.13 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed in vacuo
  3. customThe residue was purified by a column of silica gel

Sources & evidence

ORD record
ord-f13542e8c0004b74ac4da0a8391f6c1c
Source dataset
uspto-grants-1994_02
Patent number
US05283251

Reaction notes

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