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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366630Generated: October 25, 2026

Triethylamine → 6-chloro-5-fluoro-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamine

https://huagongshe.com/reaction/1366630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl((1,3-thiazol-2-yl)methyl)amineHCID 18939834—
Reactant4,6-Dichloro-5-fluoro-2-(methylsulfanyl)pyrimidineHCID 22378277—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-5-fluoro-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamineHCID 86637012103.5%

Reaction Steps

4,6-Dichloro-5-fluoro-2-(methylthio)pyrimidine (see Intermediate E) (0.3313 g, 1.563 mmol), N-methyl-1-(1,3-thiazol-2-yl)methanamine (0.200 g, 1.5625 mmol), and triethylamine (0.26 mL, 1.8654 mmol) were dissolved in THF (5 mL) and left to stir overnight. Then the reaction mixture was diluted with water and the aqueous layer was extracted with ethyl acetate. The organics were dried (Na2SO4) and concentrated to produce 6-chloro-5-fluoro-N-methyl-2-(methylthio)-N-(1,3-thiazol-2-ylmethyl)-4-pyrimidinamine as a yellow oil (0.4928 g). LCMS: (M+H)+=305.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893056B2
Source datasetuspto-grants-2011_02
ORD IDord-8c5319affb4c4176b91bd5048b8cbab3
Source noteuspto-grants-2011_02