HCID 86743465, compound → HCID 86743466, compound

HRID 2352074Notes

Reaction equation

HRID 2352074 reaction equation
[CH2:1]([N:3]([CH2:29][CH3:30])[C:4]([NH:6][C@H:7]1[CH2:21][C@H:20]2[C@@H:10]([CH2:11][C:12]3[C:22]4[C:15](=[CH:16][CH:17]=[CH:18][C:19]2=4)[N:14]([CH2:23][CH2:24][CH3:25])[C:13]=3[CH:26]=[CH2:27])[N:9]([CH3:28])[CH2:8]1)=[O:5])[CH3:2]>C(O)C.[Ni]>[CH2:29]([N:3]([CH2:1][CH3:2])[C:4]([NH:6][C@H:7]1[CH2:21][C@H:20]2[C@@H:10]([CH2:11][C:12]3[C:22]4[C:15](=[CH:16][CH:17]=[CH:18][C:19]2=4)[N:14]([CH2:23][CH2:24][CH3:25])[C:13]=3[CH2:26][CH3:27])[N:9]([CH3:28])[CH2:8]1)=[O:5])[CH3:30]

Participants

4

Reactant 1

HCID 86743465HCID 86743465, compound

Product 1

HCID 86743466HCID 86743466, compoundYield 43.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

At room temperature and under hydrogen normal pressure, 150 mg of 1,1-diethyl-3-(2-vinyl-1-propyl-6-methyl-8α-ergolinyl)urea is hydrogenated in 20 ml of ethanol with 0.1 g of Raney nickel (B 115 Z). After the catalyst has been filtered off over kieselguhr, evaporation of the filtrate, and chromatography over silica gel with toluene:ethanol:water=80:20:1 as the eluent, 65 mg of 1,1-diethyl-3-(2-ethyl-1-propyl-6-methyl-8α-ergolinyl)urea is obtained as an oil.

Workup

  1. customAt room temperature
  2. filtrationAfter the catalyst has been filtered off over kieselguhr, evaporation of the filtrate, and chromatography over silica gel with toluene

Sources & evidence

ORD record
ord-23be734dc419415da2c8bbdef6bb4b9d
Source dataset
uspto-grants-1989_10
Patent number
US04874768

Reaction notes

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