HCID 13037300, compound → HCID 13037306, compound

HRID 1085440Notes

Reaction equation

HRID 1085440 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-50f4c1392f0f4d51bb0ae288431ed2c9
Source dataset
uspto-grants-1991_04
Patent number
US05010077

Reaction notes

Loading…