HCID 86742041, compound → HCID 53724257, compound

HRID 845227Notes

Reaction equation

HRID 845227 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([CH:25]=[NH:26])[C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[C:15](C1C=CC=CC=1)[CH:14]=[CH:13][CH:12]=3)=[O:5])[CH3:2].[H][H]>C(O)C.[Ni]>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([CH2:25][NH:26][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 86742041HCID 86742041, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53724257HCID 53724257, compoundYield 119.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

5-phenyl-iminomethyl-beta-carboline-3-carboxylic acid ethyl ester (0.25 g) is hydrogenated in 100 ml of ethanol with addition of Raney nickel at normal pressure and a temperature of 25° C. Taking up of 1 mol of hydrogen takes about 40 minutes. The residue remaining after filtering of the catalyst and evaporation of the filtrate is chromatographed on silica gel with a mixture of 10 parts of dichloromethane and one part of ethanol. Thus, 0.15 g of phenylaminomethyl-beta-carboline-3-carboxylic acid ethyl ester is obtained.

Workup

  1. customa temperature of 25° C
  2. filtrationafter filtering of the catalyst and evaporation of the filtrate
  3. customis chromatographed on silica gel with a mixture of 10 parts of dichloromethane and one part of ethanol

Sources & evidence

ORD record
ord-4024fa28af1942af9fe66a69b8063b1a
Source dataset
uspto-grants-1988_07
Patent number
US04757070

Reaction notes

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