HCID 21216881, compound → HCID 21216821, compound

HRID 1418640Notes

Reaction equation

HRID 1418640 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:20]2[C:19]3[N:21]([CH3:28])[C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=4[C:18]=3[C:17]3[C:29](=[O:33])[NH:30][C:31](=[O:32])[C:16]=3[C:15]=2[C:14]2[C:9]1=[CH:10][CH:11]=[CH:12][CH:13]=2)=[N+]=[N-]>O1CCCC1.C(O)C.[Pd]>[NH2:1][CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:20]2[C:19]3[N:21]([CH3:28])[C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=4[C:18]=3[C:17]3[C:29](=[O:33])[NH:30][C:31](=[O:32])[C:16]=3[C:15]=2[C:14]2[C:9]1=[CH:10][CH:11]=[CH:12][CH:13]=2

Participants

4

Reactant 1

HCID 21216881HCID 21216881, compound

Product 1

HCID 21216821HCID 21216821, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

300 mg (0.1 mmol) 12-(4-Azidobutyl)-6,7,12,13-tetrahydro-13-methyl-5,7-dioxo-5H-indolo[2,3-a]-pyrrolo[3,4-c]carbazole (see Example 1w) in 40 ml tetrahydrofuran/ethanol (1:1 v/v) are hydrogenated in the presence of 300 mg 5% palladium on active carbon at 25° C. and 50 bar pressure for 48 hours in an autoclave. After filtration of the solution, the solvent is distilled off and the residue is crystallised from ethanol. 12-(4-Aminobutyl)-6,7,12,13-tetrahydro-13-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole is obtained in the form of yellow crystals; m.p.10 220°-223° C.

Workup

  1. filtrationAfter filtration of the solution
  2. distillationthe solvent is distilled off
  3. customthe residue is crystallised from ethanol

Sources & evidence

ORD record
ord-502d3d65c06b4e668e77343480a2fb1d
Source dataset
uspto-grants-1999_03
Patent number
US05883114

Reaction notes

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