Fluorine → 3-Amino-6-fluoro-2-pyrazine-carbonitrile

HRID 392349Notes

Reaction equation

HRID 392349 reaction equation
[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.[F:10]F>C(#N)C>[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][C:5]([F:10])=[CH:6][N:7]=1

Participants

4

Procedure

In 15 mL of acetonitrile was dissolved 0.3 g of 3-amino-2-pyrazinecarbonitrile. While cooling the solution with ice, 10% fluorine gas (a fluorine gas diluted with nitrogen gas) was introduced into the solution at a rate of 45 mL per minute for a period of 20 minutes. Then, while elevating the temperature from the ice-cooled temperature to room temperature, nitrogen gas was introduced for one hour. The reaction mixture was concentrated under reduced pressure, and the oily product thus obtained was purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=3:1] to obtain 0.01 g of 3-amino-6-fluoro-2-pyrazinecarbonitrile as a yellow-colored solid product.

Workup

  1. additiondiluted with nitrogen gas)
  2. additionwas introduced into the solution at a rate of 45 mL per minute for a period of 20 minutes
  3. additionnitrogen gas was introduced for one hour
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. customthe oily product thus obtained
  6. customwas purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=3:1]

Sources & evidence

ORD record
ord-369adeab3bdb41bbb03ddffb5db65032
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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