2-Fluoropyridine → HCID 19778082, compound

HRID 2082302Notes

Reaction equation

HRID 2082302 reaction equation
[CH3:1][N:2]1[C:6]([OH:7])=[C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[C:4]([CH3:16])=[N:3]1.F[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1>>[CH3:1][N:2]1[C:6]([O:7][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)=[C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[C:4]([CH3:16])=[N:3]1

Participants

3

Reactant 2

HCID 97462-FluoropyridineHCID 178434080HCID 178434080, compound

Product 1

HCID 19778082HCID 19778082, compoundYield 25.6%

Procedure

A mixture of 0.5 g (2 mmol) of 1,3-dimethyl-4-(2-chlorophenylthio)-5-hydroxypyrazole and 0.97 g (10 mmol) of 2-fluoropyridine was refluxed with heating for 8 hours. After completing the reaction, the reaction mixture was purified by means of silica gel column chromatography (developing solution: ethyl acetate-hexane (3:2 v/v)) to give 0.17 g of 1,3-dimethyl-4-(2-chlorophenylthio)-5-(pyridine-2-yloxy)pyrazole.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 8 hours
  3. customthe reaction
  4. customthe reaction mixture was purified by means of silica gel column chromatography (developing solution: ethyl acetate-hexane (3:2 v/v))

Sources & evidence

ORD record
ord-59bc8269bfd5486bad9114e805177734
Source dataset
uspto-grants-1993_02
Patent number
US05189040

Reaction notes

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