HCID 54347464, compound → HCID 53945839, compound

HRID 845241Notes

Reaction equation

HRID 845241 reaction equation
[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[C:18]=1[CH3:19])=[C:15]([CH:20]=[CH:21][N+:22]([O-])=O)[CH:14]=[CH:13][CH:12]=3)=[O:5])[CH3:2]>C(O)C.[H][H].S(=O)(=O)(O)O.[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[C:18]=1[CH3:19])=[C:15]([CH2:20][CH2:21][NH2:22])[CH:14]=[CH:13][CH:12]=3)=[O:5])[CH3:2]

Participants

6

Reactant 1

HCID 54347464HCID 54347464, compound

Product 1

HCID 53945839HCID 53945839, compoundYield 65.6%

Reagents, catalysts & solvents 4

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent2×HCID 1118Sulfuric AcidSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

5-(2-Nitrovinyl)-4-methyl-beta-carboline-3-carboxylic acid ethyl ester (1 g) is dissolved in ethanol (20 ml) and in a hydrogen atmosphere with stirring is slowly added drop by drop to a suspension of 10% palladium carbon (0.25 g) in ethanol (50 ml) and sulfuric acid (0.1 ml). In the end, it is stirred for another half hour more. Then the catalyst is suctioned off and the filtrate evaporated. After the usual working up, 0.6 g of the title compound is obtained.

Workup

  1. stirringIn the end, it is stirred for another half hour more
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-b03012d65ea24999b03ece087b709ede
Source dataset
uspto-grants-1988_07
Patent number
US04757070

Reaction notes

Loading…