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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894159Generated: November 1, 2026

Potassium Carbonate → Ethyl 4-chloro-2-(pyridin-3-yl)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/1894159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 178469745HCID 178469745—
SolventDimethylformamideHCID 6228—
ProductEthyl 4-chloro-2-(pyridin-3-yl)pyrimidine-5-carboxylateHCID 24903914—

Reaction Steps

To a suspension of Compound 14c (5.05 g; 20.59 mmol) in DMF (70 mL) was added SOCl2 (3 mL; 41.23 mmol) dropwise at room temperature. The reaction was stirred at room temperature for 30 min, then poured into an ice water slurry of K2CO3 (3.41 g). The resultant solid (Compound 14d) was collected by filtration and dried. 1H NMR (300 MHz, CDCl3): δ 9.70 (s, 1H), 9.20 (s, 1H), 7.70-8.85 (m, 2H), 7.50 (dd, 1H), 4.50 (q, 2H), 1.45 (t, 3H); MS: m/z 264.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513271B2
Source datasetuspto-grants-2013_08
ORD IDord-939c61cb5090432c8ba1c27086449292
Source noteuspto-grants-2013_08