Methanol → HCID 11131084, compound

HRID 249137Notes

Reaction equation

HRID 249137 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][CH:26]=1)[C:7]([C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[CH:10]=1)=[O:8])([O-])=O.CO>[Pd].O1CCOCC1>[NH2:1][C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][CH:26]=1)[C:7]([C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[CH:10]=1)=[O:8]

Participants

5

Reactant 2

HCID 887MethanolHCID 10926215HCID 10926215, compound

Product 1

HCID 11131084HCID 11131084, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 4-[3-(3-nitrobenzoyl)indol-1-yl]butyric acid (1.20 g), 10% palladium on carbon (300 mg), methanol (12 ml) and 1,4-dioxane (12 ml) was stirred under hydrogen atmosphere (3 atm) at 25° C. for 45 minutes. The mixture was filtered and the filtrate was evaporated to give 4-[3-(3-aminobenzoyl)indol-1-yl]butyric acid (982 mg) as yellow oil.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-449cbc964df74b9c9bbe90dca8e83ed6
Source dataset
uspto-grants-1993_05
Patent number
US05212320

Reaction notes

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