Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 4-Fluoro-2-methyl-6-pentafluoroethyl-5-trifluoromethylpyrimidine | HCID 11130278 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 2848522 | HCID 2848522 | — |
Reaction Steps
5.0 g (16.8 mmol) of 4-fluoro-2-methyl-6-(pentafluoroethyl)-5-(trifluoromethyl)pyrimidine are dissolved in 40 ml of acetonitrile. 986 mg (20.1 mmol) of sodium cyanide are added and the reaction mixture is stirred for 18 hours at 50° C. A further 493 mg (10.7 mmol) of sodium cyanide are added and the reaction mixture is stirred under reflux for three hours. After adding 100 ml of water and 100 ml of ethyl acetate, the organic phase is separated off. The aqueous phase is extracted three times with ethyl acetate. The combined organic phases are washed twice with water and with a saturated sodium chloride solution, then dried over sodium sulphate, filtered and the solvent is removed on a rotary evaporator. This gives 4.71 g of 2-methyl-6-(pentafluoroethyl)-5-(trifluoromethyl)pyrimidine-4-carbonitrile (92%) as a dark oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946234B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-72f3f6c7d9344eecaa3bbed96318bb3a |
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| Source note | uspto-grants-2015_02 |
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