HCID 67768689, compound → HCID 14822456, compound

HRID 1587761Notes

Reaction equation

HRID 1587761 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:19][C@H:18]2[C@@H:8]([CH2:9][C:10]3[C:20]4[C:13](=[CH:14][CH:15]=[CH:16][C:17]2=4)[NH:12][C:11]=3[CH:21]=[CH2:22])[N:7]([CH2:23][CH2:24][CH3:25])[CH2:6]1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:19][C@H:18]2[C@@H:8]([CH2:9][C:10]3[C:20]4[C:13](=[CH:14][CH:15]=[CH:16][C:17]2=4)[NH:12][C:11]=3[CH2:21][CH3:22])[N:7]([CH2:23][CH2:24][CH3:25])[CH2:6]1)=[O:4]

Participants

4

Reactant 1

HCID 67768689HCID 67768689, compound

Product 1

HCID 14822456HCID 14822456, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.83 g of 6-n-propyl-2-vinyl-8beta-ergoline-carboxylic acid methyl ester (2.5 mmol) is dissolved in 50 ml of methanol, mixed with 80 g of palladium/carbon 10% and hydrogenated at standard pressure and room temperature. After 10 minutes, the absorption is completed, it is filtered off and the filtrate is concentrated by evaporation. The residue is crystallized, yield of 800 mg (94% of theory) [α]D =-63° (0.1% in chloroform).

Workup

  1. customhydrogenated at standard pressure and room temperature
  2. customthe absorption
  3. filtrationit is filtered off
  4. concentrationthe filtrate is concentrated by evaporation
  5. customThe residue is crystallized
  6. custom=-63° (0.1% in chloroform)

Sources & evidence

ORD record
ord-228219008a19485b9ad751868a4292eb
Source dataset
uspto-grants-1993_06
Patent number
US05219862

Reaction notes

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