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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216277Generated: October 27, 2026

Triethylamine → 2-Chloro-5-(chloromethyl)-N-(2,2-dimethylpropyl)pyrimidin-4-amine

https://huagongshe.com/reaction/2216277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantNeopentylamineHCID 79882—
Reactant2,4-Dichloro-5-(chloromethyl)pyrimidineHCID 13568279—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-Chloro-5-(chloromethyl)-N-(2,2-dimethylpropyl)pyrimidin-4-amineHCID 21941869—

Reaction Conditions

Temperature-5 °C

Reaction Steps

A solution of 3.47 g (17.57 mmol) of 2,4-dichloro-5-choromethyl-pyrimidine and 2.9 ml (21.08 mmol) triethylamine in 29 ml of THF is cooled to −5° C. and 2.2 ml (17.57 mmol) 2,2-dimethyl-propylamin is added over a period of 15 minutes. The reaction mixture is stirred at −5° C. for additional 2 h, then diluted with ethyl acetate and extracted once with brine. The organic layer is separated and dried over Na2SO4. Purification of the crude product by flash chromatography (hexanes/ethyl acetate) yields (2-chloro-5-chloromethyl-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-amine as white crystalls.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112589B2
Source datasetuspto-grants-2006_09
ORD IDord-b3819ba2f485480681881971f8c97bb9
Source noteuspto-grants-2006_09