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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359019Generated: October 31, 2026

Water → HCID 86657915, compound

https://huagongshe.com/reaction/2359019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl 5-chlorothiophene-2-carboxylateHCID 521808—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2-Chloro-4-methylpyrimidineHCID 11629607—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86657915HCID 8665791584%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a solution of 2-chloro-4-methylpyrimidine (1 eq, 46.7 mmol) and ethyl 5-chlorothiophene-2-carboxylate (1.1 eq, 51.3 mmol) in anhydrous THF (50 mL) at 0° C., under N2 was added dropwise a solution of lithium bis(trimethylsilyl)amide (1 molar solution in hexanes, 2 eq, 93.3 mmol). The mixture was stirred 2 h at 5° C. Water was then added followed by 300 mL of dichloromethane. The organic layer was separated and the yellow precipitate was then filtered and dried to afford 10.7 g (84% yield) of 2-(2-chloropyrimidin-4-yl)-1-(5-chloro-2-thienyl)ethanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685974B2
Source datasetuspto-grants-2014_04
ORD IDord-1df0aefb2c9c4aed984d068dfe751e8f
Source noteuspto-grants-2014_04