4-Vinylpyridine → HCID 13205993, compound

HRID 1632977Notes

Reaction equation

HRID 1632977 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[CH:11]([C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)=[CH2:12].C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C>[N:16]1[CH:17]=[CH:18][C:13]([CH2:11][CH2:12][C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[NH:7][CH:6]=2)=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 75024-VinylpyridineHCID 11430Potassium CarbonateHCID 678615-Fluoroindole

Product 1

HCID 13205993HCID 13205993, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The starting product was prepared according to the same procedure as that described in the last paragraph of Example 2. 9.5 g of 5-fluoro-indole (U.S. Pat. No. 879,619) and 11 g 4-vinyl-pyridine were refluxed for 6 hours in 50 ml acetic acid. The mixture was then poured onto 300 g of crushed ice and alkalinized with a 20% potassium carbonate solution. A precipitate formed which was squeezed and washed in water several times. After drying under vacuum, 12 g of 3-[2-(4-pyridyl)-ethyl]-5-fluoro-indole were obtained which melted at 128° C.

Workup

  1. customThe starting product was prepared
  2. customA precipitate formed which
  3. washwashed in water several times
  4. customAfter drying under vacuum

Sources & evidence

ORD record
ord-26c8fadfc09743ee9dc459562fc09d83
Source dataset
uspto-grants-1984_10
Patent number
US04478841

Reaction notes

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