HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5-[4-(2-[2,2,2-Trifluoroethyl]guanidino)pyrimid-2-yloxy]valeronitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Hydroxypentanenitrile | HCID 10887840 | — |
| Reactant | 2-Methylsulphinyl-4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimidine | HCID 21279775 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 5-[4-(2-[2,2,2-Trifluoroethyl]guanidino)pyrimid-2-yloxy]valeronitrile | HCID 21279771 | 67.2% |
Reaction Steps
4-Cyanobutanol (10 g.) was added to sodium hydride (2.75 g.) in t-butanol (95 ml.) and the solution warmed to 40°. 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylsulphinylpyrimidine (11.24 g.) was added over 10 minutes and the solution kept at 40° for 2 hours then at room temperature for 18 hours. The solvent was removed under vacuum and the residue washed with water, then ether to give 5-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-yloxy]valeronitrile (8.5 g.), m.p. 134°-136°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04447441 |
| Source dataset | uspto-grants-1984_05 |
| ORD ID | ord-2f6bc1453a204c3faadef6a43a5d29a6 |
| Source note | uspto-grants-1984_05 |