HCID 13037300, compound → HCID 13037306, compound

HRID 1757970Notes

Reaction equation

HRID 1757970 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:18][C:17]2[C:16]3[C:11](=[CH:12][C:13]([N+:19]([O-:21])=[O:20])=[CH:14][CH:15]=3)[NH:10][C:9]=2[CH2:8][NH:7]1)=[O:5])[CH3:2]>C1(C)C(C)=CC=CC=1.[C].[Pd]>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][CH:14]=[C:13]([N+:19]([O-:21])=[O:20])[CH:12]=3)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 13037300HCID 13037300, compound

Product 1

HCID 13037306HCID 13037306, compoundYield 65.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 7237O-XyleneSolvent

Procedure

400 mg of 7-nitro-1,2,3,4-tetrahydro-β-carbolin-3-carboxylic acid ethyl ester is dissolved in 40 ml of hot xylene and, after the addition of 400 mg of palladium-carbon (10%), is refluxed for 30 hours. The catalyst is filtered off with suction, and washed out well with warm xylene. The filtrate is concentrated in vacuo, and the residue chromatographed on silica gel with chloroform-ethanol (10:2). 260 mg of 7-nitro-β-carbolin-3-carboxylic acid ethyl ester of melting point 321° C. (decomposition) is obtained.

Workup

  1. temperatureis refluxed for 30 hours
  2. filtrationThe catalyst is filtered off with suction
  3. washwashed out well with warm xylene
  4. concentrationThe filtrate is concentrated in vacuo
  5. customthe residue chromatographed on silica gel with chloroform-ethanol (10:2)

Sources & evidence

ORD record
ord-5a12ad10fff947e9905e246165a68349
Source dataset
uspto-grants-1983_02
Patent number
US04371536

Reaction notes

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