Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Propylamine | HCID 7852 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile | HCID 13114183 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 67252215 | HCID 67252215 | — |
Reaction Steps
To 40 mL of THF, 4-chloro-5-cyano-2-methylthiopyrimidine [Compound (V)] (1.86 g, 10.0 mmol) obtained in Reference Example 4 was dissolved, then n-propylamine (709 mg, 12.0 mmol) and morpholinomethylpolystyrene (7.0 g) were added thereto, followed by stirring at room temperature for 12 hours. After completion of the reaction was confirmed by thin-layer chromatography, chloroform (100 mL) and benzoylchloride polymer bound [about 2.5 mmol/g, 4.6 g, Canadian Journal of Chemistry, Vol. 55, p. 3351 (1977)] were added thereto, followed by further stirring at room temperature for 12 hours. After resins in the reaction mixture were filtered out, the filtrate was concentrated under reduced pressure to give 4-n-propylamino-5-cyano-2-methylthiopyrimidine [Compound (W) in which R1 represents n-propylamino].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07956060B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-49ec7bf9c8d94c889f2ffa7f47a4d52a |
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| Source note | uspto-grants-2011_06 |
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