Acetic Acid → 2-Chloro-5-fluoropyridine-3-carbonitrile

HRID 2219784Notes

Reaction equation

HRID 2219784 reaction equation
[Cl:1][C:2]1[N:9]=[C:8](Cl)[C:7]([F:11])=[CH:6][C:3]=1[C:4]#[N:5].C(O)(=O)C>O>[Cl:1][C:2]1[N:9]=[CH:8][C:7]([F:11])=[CH:6][C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 27338492,6-Dichloro-5-fluoro-3-pyridinecarbonitrile

Product 1

HCID 231108512-Chloro-5-fluoropyridine-3-carbonitrileYield 52%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 50 mL round bottomed flask, 2,6-dichloro-5-fluoronicotinonitrile (1 g), acetic acid (5 mL) and water (0.5 mL) were charged, and reacted and post-treated in the same manner as in Example 1 and then purified by silica gel column chromatography (hexane/ethyl acetate=6/1) to obtain the title compound (420 mg, yield: 52%). As a result of the HPLC analysis, the purity was 100%.

Workup

  1. customreacted
  2. additionpost-treated in the same manner as in Example 1
  3. custompurified by silica gel column chromatography (hexane/ethyl acetate=6/1)

Sources & evidence

ORD record
ord-506b4aea7b8946f29064b5c0a5e29d05
Source dataset
uspto-grants-2008_08
Patent number
US07414136B2

Reaction notes

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