N-[2-(6-Amino-7-methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl]acetamide → N-[2-(6-amino-7-methoxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamide

HRID 340686Notes

Reaction equation

HRID 340686 reaction equation
[NH2:1][C:2]1[C:10]([O:11][CH3:12])=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[CH:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:4][CH:3]=1>CO.[C].[Pd]>[NH2:1][C:2]1[C:10]([O:11][CH3:12])=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[CH2:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 67352334N-[2-(6-Amino-7-methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl]acetamide

Product 1

HCID 57781264N-[2-(6-amino-7-methoxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamideYield 96.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

N-[2-(6-Amino-7-methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl]acetamide (2.62 g, 10.7 mmol) was dissolved in methanol (50 mL), a 10% palladium-carbon powder (500 mg) was added, and the mixture was stirred at room temperature for 5 hr under a hydrogen atmosphere. The catalyst was filtered off using celite, and the filtrate was concentrated under reduced pressure to give the title compound (2.56 g, yield 96%).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8c1a046e928044038f33de984e397eb8
Source dataset
uspto-grants-2014_11
Patent number
US08895591B2

Reaction notes

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