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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704318Generated: October 25, 2026

Water → N-[4-(5-chloro-2-pyrimidinyloxy)-3-methylphenyl]valeramide

https://huagongshe.com/reaction/704318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantValeryl chlorideHCID 61186—
Reactant4-((5-Chloropyrimidin-2-yl)oxy)-3-methylanilineHCID 14207808—
SolventTetrahydrofuranHCID 8028—
ProductN-[4-(5-chloro-2-pyrimidinyloxy)-3-methylphenyl]valeramideHCID 10471221—

Reaction Steps

2.0 g of 4-(5-chloro-2-pyrimidinyloxy)-3-methylaniline and 1.3 ml of triethylamine were dissolved in 20 ml of tetrahydrofuran, and 1.12 ml of valeryl chloride was dropwise added thereto under cooling with ice. The mixture was reacted at room temperature for 40 minutes under stirring. After completion of the reaction, the reaction product was poured into water and extracted with ethyl acetate. The extract layer was washed with a saturated aqueous solution of sodium chloride and dried over Glauber's salt. Then, ethyl acetate was distilled off to obtain 2.8 g of N-[4-(5-chloro-2-pyrimidinyloxy)-3-methylphenyl]valeramide (Intermediate Compound No. 13) (melting point: 146°-150° C.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04987135
Source datasetuspto-grants-1991_01
ORD IDord-0851eff8bf704ab9b703de0c96e7061c
Source noteuspto-grants-1991_01