HCID 20094378, compound → HCID 20094366, compound

HRID 273863Notes

Reaction equation

HRID 273863 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH2:16][CH:17]([N:19]([CH2:27][CH2:28][O:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[O:36]CC3C=CC=CC=3)[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH3:18])=[CH:10][C:11]=2[C:13]([NH2:15])=[O:14])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH2:16][CH:17]([N:19]([CH2:27][CH2:28][O:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[OH:36])[C:20]([O:22][C:23]([CH3:24])([CH3:26])[CH3:25])=[O:21])[CH3:18])=[CH:10][C:11]=2[C:13]([NH2:15])=[O:14])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 20094378HCID 20094378, compound

Product 1

HCID 20094366HCID 20094366, compoundYield 90.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-benzyloxyphenoxy)ethylamino]propyl]indoline-7-carboxamide (358 mg) in methanol (6 ml) was added 10% palladium on carbon (35 mg), and the mixture was stirred under an atmosphere of hydrogen at room temperature for 5 hours. After the catalyst was filtered off, and the filtrate was concentrated to dryness to give 273 mg of 1-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-hydroxyphenoxy)ethylamino]propyl]indoline-7-carboxamide as an amorphous powder.

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-c96a18c419d042aa88ca5069511a6385
Source dataset
uspto-grants-1995_02
Patent number
US05387603

Reaction notes

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