Chlorosuccinimide → HCID 86593807, compound

HRID 641132Notes

Reaction equation

HRID 641132 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10])=[N:6][CH:7]=1.[Cl:17]N1C(=O)CCC1=O>C(#N)C>[NH2:1][C:2]1[C:7]([Cl:17])=[N:6][C:5]([CH:8]([C:9]([F:10])([F:11])[F:12])[C:13]([F:16])([F:14])[F:15])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 86593808HCID 86593808, compound

Product 1

HCID 86593807HCID 86593807, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 10 ml of acetonitrile was dissolved 0.56 g (2.3 mmol) of 5-amino-2-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]pyridine, to which was added 0.31 g (2.3 mmol) of N-chlorosuccinimide (NCS). The mixture thus obtained was heated under reflux for one hour to make progress a reaction. The solvent was distilled off under reduced pressure, and the residue was separated and purified by silica gel column chromatography (hexane/ethyl acetate=2:1) to obtain 0.55 g of 3-amino-2-chloro-6-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]pyridine (Compound No. 4-2) (yield: 86%).

Workup

  1. customThe mixture thus obtained
  2. temperaturewas heated
  3. temperatureunder reflux for one hour
  4. customa reaction
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe residue was separated
  7. custompurified by silica gel column chromatography (hexane/ethyl acetate=2:1)

Sources & evidence

ORD record
ord-5e67ee25999640bb916e5e550e6f33e0
Source dataset
uspto-grants-2010_04
Patent number
US07696129B2

Reaction notes

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