HCID 54347464, compound → HCID 53945839, compound

HRID 569087Notes

Reaction equation

HRID 569087 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-9edca75d84c64d9cba7de3a1d4dc10e6
Source dataset
uspto-grants-1988_03
Patent number
US04731365

Reaction notes

Loading…