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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543771Generated: October 28, 2026

Sodium hydride → 5-[4-(2-[2,2,2-Trifluoroethyl]guanidino)pyrimid-2-yloxy]valeronitrile

https://huagongshe.com/reaction/543771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant5-HydroxypentanenitrileHCID 10887840—
Reactant2-Methylsulphinyl-4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimidineHCID 21279775—
Solventtert-ButanolHCID 6386—
Product5-[4-(2-[2,2,2-Trifluoroethyl]guanidino)pyrimid-2-yloxy]valeronitrileHCID 2127977167.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04447441
Source datasetuspto-grants-1984_05
ORD IDord-2f6bc1453a204c3faadef6a43a5d29a6
Source noteuspto-grants-1984_05