Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 22599839 | HCID 22599839 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22599677 | HCID 22599677 | 68.9% |
Reaction Steps
In 2 ml of tetrahydrofuran was suspended 0.07 g of sodium hydride (60% in oil), to which 0.6 ml of a tetrahydrofuran solution containing 0.3 g of 4-chloro-6-(2,3-difluoroanilino)pyrimidine was slowly added dropwise with stirring at room temperature. The mixture was stirred at room temperature for 20 minutes, to which 0.6 ml of a tetrahydrofuran solution containing 0.18 g of bromoacetonitrile was slowly added dropwise, followed by further stirring for 8 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution and extracted three times with chloroform. The chloroform layers were combined, washed with water, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.24 g of 4-chloro-6-(N-cyanomethyl-N-(2,3-difluorophenyl)amino)pyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06838463B2 |
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| Source dataset | uspto-grants-2005_01 |
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| ORD ID | ord-22e2caef993c459aae5d10630db5b2a5 |
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| Source note | uspto-grants-2005_01 |
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