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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1768562Generated: November 1, 2026

Diethyl Ether → 5-chloro-6-ethyl-N-[1-[4-(trimethylsilyl)phenyl]ethyl]-4-pyrimidinamine

https://huagongshe.com/reaction/1768562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
Reactant4,5-Dichloro-6-ethylpyrimidineHCID 11137668—
Reactantalpha-Methyl-4-trimethylsilylbenzenemethanamineHCID 18948843—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-chloro-6-ethyl-N-[1-[4-(trimethylsilyl)phenyl]ethyl]-4-pyrimidinamineHCID 1894884460%

Reaction Steps

The product of Step D (17 g, 86 mole), 4,5-dichloro-6-ethylpyrimidine (15 g, 86 mole) and triethylamine (24 mL, 170 mole) were dissolved in toluene (65 mL). The reaction mixture was heated to reflux overnight and then cooled. Ether and water were added and the mixture was partitioned. The aqueous phase was extracted two times with ether and the combined organic phases were dried (MgSO4) and concentrated. The resultant solid was recrystallized from acetonitrile to give the title compound as a white solid (17 g, 60% yield), mp 79°-80° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05378708
Source datasetuspto-grants-1995_01
ORD IDord-1c893120e79e483385480402d9fa85f3
Source noteuspto-grants-1995_01