HCID 19831862, compound → Thienopyridine

HRID 846591Notes

Reaction equation

HRID 846591 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]=2[CH2:3][CH2:2]1>[Pd]>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]=2[CH:3]=[CH:2]1

Participants

3

Reactant 1

HCID 19831862HCID 19831862, compound

Product 1

HCID 12210218Thienopyridine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The dihydrothienopyridine (5; 3.0 g) and a catalytic amount of palladium on carbon (5% by weight, 0.15 g) were combined neat in a flask with a magnetic stir bar. A sand bath was equilibrated to 220°-250° C. and the reaction, stirring under a nitrogen atmosphere, was set in the sand bath until TLC examination indicated consumption of starting material (typically 20-40 min). The crude reaction mixture was allowed to cool to room temperature and was purified by flash chromatography in 5% ethanol/chloroform yielding 1.34 g (45%) of compound 4.

Workup

  1. customA sand bath was equilibrated to 220°-250° C.
  2. customthe reaction
  3. customconsumption of starting material (typically 20-40 min)
  4. customThe crude reaction mixture
  5. customwas purified by flash chromatography in 5% ethanol/chloroform yielding 1.34 g (45%) of compound 4

Sources & evidence

ORD record
ord-b6314a4760334ea1adfdf3a4bd7ad0a3
Source dataset
uspto-grants-1992_08
Patent number
US05137894

Reaction notes

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