2-Methoxy-11-(2-nitroethyl)-6h-pyrido[2',3':4,5]pyrrolo[2,1-a]isoindole → 2-(2-Methoxy-6h-pyrido[2',3':4,5]pyrrolo[2,1-a]isoindol-11-yl)ethylamine

HRID 1767547Notes

Reaction equation

HRID 1767547 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]3[CH2:11][C:12]4[C:17]([C:9]3=[C:8]([CH2:18][CH2:19][N+:20]([O-])=O)[C:7]=2[N:23]=1)=[CH:16][CH:15]=[CH:14][CH:13]=4>[Ni].CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]3[CH2:11][C:12]4[C:17]([C:9]3=[C:8]([CH2:18][CH2:19][NH2:20])[C:7]=2[N:23]=1)=[CH:16][CH:15]=[CH:14][CH:13]=4

Participants

4

Reactant 1

HCID 183787062-Methoxy-11-(2-nitroethyl)-6h-pyrido[2',3':4,5]pyrrolo[2,1-a]isoindole

Product 1

HCID 158963822-(2-Methoxy-6h-pyrido[2',3':4,5]pyrrolo[2,1-a]isoindol-11-yl)ethylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Under a hydrogen pressure of 55 psi, 530 mg (1.71 mmol) of the compound obtained in Step G and 210 mg of Raney nickel are stirred in 20 ml of methanol at 60° C. for 15 hours. After returning to room temperature, the reaction mixture is filtered using a Büchner funnel and then evaporated to yield the title amine in the form of a brown oil.

Workup

  1. customAfter returning to room temperature
  2. filtrationthe reaction mixture is filtered
  3. customevaporated

Sources & evidence

ORD record
ord-41ce711227a8487883510735958b81e3
Source dataset
uspto-grants-2007_06
Patent number
US07235550B2

Reaction notes

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