HCID 13505188, compound → HCID 13505206, compound

HRID 1731745Notes

Reaction equation

HRID 1731745 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])=[CH:15][C:14]([CH:20]1[CH2:25][CH2:24][CH:23]=[CH:22][CH2:21]1)=[CH:13][CH:12]=3)=[O:5])[CH3:2]>C(O)C.[Ni]>[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])=[CH:15][C:14]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)=[CH:13][CH:12]=3)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 13505188HCID 13505188, compound

Product 1

HCID 13505206HCID 13505206, compoundYield 54.7%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

100 mg (0.3 mmol) of 6-(1-cyclohexen-4-yl)-4-methyl-β-carboline-3-carboxylic acid ethyl ester is hydrogenated in 20 ml of ethanol with 0.1 g of Raney nickel at room temperature for 2 hours under 10 bar. After separating from the catalyst, the product is evaporated and reprecipitated from a small amount of ethanol/hexane, thus obtaining 55 mg (54.7% of theory) of 6-cyclohexyl-4-methyl-3-β-carboline carboxylic acid ethyl ester, mp 191°-193° C.

Workup

  1. customAfter separating from the catalyst
  2. customthe product is evaporated
  3. customreprecipitated from a small amount of ethanol/hexane

Sources & evidence

ORD record
ord-d85d4542d038429b81399f9759011943
Source dataset
uspto-grants-1986_11
Patent number
US04623649

Reaction notes

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