HCID 178460817, compound → HCID 178420012, compound

HRID 868934Notes

Reaction equation

HRID 868934 reaction equation
C(S[C:5]1[NH:6][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[N:8][N:9]=1)C#C>C(O)C.[Ni]>[N:9]1[N:8]=[C:7]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[NH:6][CH:5]=1

Participants

4

Reactant 1

HCID 178460817HCID 178460817, compound

Product 1

HCID 178420012HCID 178420012, compoundYield 37%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-(5-(prop-2-ynylthio)-4H-1,2,4-triazol-3-yl)pyridine (1.6 g, 7.4 mmol) and Raney Ni in ethanol (30 mL) was stirred at reflux for 8 h. The reaction mixture was then filtered through a Celite pad and the solution was concentrated to obtain the crude compound. The crude product was purified by column chromatography to give 4-(4H-1,2,4-triazol-3-yl)pyridine (0.4 g).

Workup

  1. temperatureat reflux for 8 h
  2. filtrationThe reaction mixture was then filtered through a Celite pad
  3. concentrationthe solution was concentrated
  4. customto obtain the crude compound
  5. customThe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-c8f9c1d49eba43ab9c538a126d7d46b6
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

Loading…