HCID 21824976, compound → HCID 13094300, compound

HRID 1902531Notes

Reaction equation

HRID 1902531 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[C:11]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)=[CH2:12])=[CH:8][CH:7]=[CH:6][CH:5]=2>C(O)C.[Pd]>[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[CH3:12])=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

4

Reactant 1

HCID 21824976HCID 21824976, compound

Product 1

HCID 13094300HCID 13094300, compoundYield 60.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-(2-methyl-3-indolyl)-1-(3-pyridyl)ethylene (prepared according to J. Het. Chem., 9, 833, 1972) (9.37 g) in ethanol (200 ml) was hydrogenated at 2.5 atm. pressure in the presence of 10% palladium/charcoal. The solution was filtered and evaporated and the residue was crystallised from ethyl acetate/petrol (b.p. 60°-80°) to give 2-methyl-3[1-(3-pyridyl)ethyl]indole (5.74 g) m.p. 139°-141° C.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated
  3. customthe residue was crystallised from ethyl acetate/petrol (b.p. 60°-80°)

Sources & evidence

ORD record
ord-9b596de8c6f646b8a9ae50af659ce75b
Source dataset
uspto-grants-1982_12
Patent number
US04363912

Reaction notes

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