Potassium Cyanide → HCID 11623880, compound

HRID 1724651Notes

Reaction equation

HRID 1724651 reaction equation
CS([C:5]1[N:10]=[C:9]([CH3:11])[C:8]([C:12]2[C:17]([F:18])=[CH:16][C:15]([F:19])=[CH:14][C:13]=2[F:20])=[C:7]([CH2:21][CH:22]([CH3:25])[CH2:23][CH3:24])[N:6]=1)(=O)=O.[C-:26]#[N:27].[K+]>C(#N)C>[C:26]([C:5]1[N:10]=[C:9]([CH3:11])[C:8]([C:12]2[C:17]([F:18])=[CH:16][C:15]([F:19])=[CH:14][C:13]=2[F:20])=[C:7]([CH2:21][CH:22]([CH3:25])[CH2:23][CH3:24])[N:6]=1)#[N:27]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 11961513HCID 11961513, compound

Product 1

HCID 11623880HCID 11623880, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 0.4 g (1 mmol) of 2-methylsulfonyl-4-methyl-5-(2,4,6-trifluorophenyl)-6-(2-methylbutyl)pyrimidine (Example 1.3.) and 0.2 g (3 mmol) of potassium cyanide in 20 ml of acetonitrile p.a. was stirred at 20° C. for about 16 hours. The reaction mixture was then concentrated, the residue was taken up in methylene chloride and the organic phase was extracted with water. The organic phase was concentrated and the residue was purified by column chromatography using cyclohexane/methyl t-butyl ether mixtures. This gave 0.3 g (94%) of the title compound as a colorless oil.

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. extractionthe organic phase was extracted with water
  3. concentrationThe organic phase was concentrated
  4. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-790d8db4844a44578c79fb6bc8253a29
Source dataset
uspto-grants-2009_02
Patent number
US07488732B2

Reaction notes

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