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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403218Generated: November 1, 2026

Sodium Carbonate → HCID 70979645, compound

https://huagongshe.com/reaction/1403218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant(5-Chloro-2-methylphenyl)boronic acidHCID 2773336—
ReactantHCID 49788132HCID 49788132—
CatalystHCID 178418476HCID 178418476—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 70979645HCID 7097964587%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of ethyl 5-(2-aminopyrimidin-4-yl)-2-bromo-1H-pyrrole-3-carboxylate (prepared according to WO2007/110344, 2.0 g, 6.43 mmol) dissolved in EtOH (20 mL) and toluene (20 mL), LiCl (408 mg, 9.64 mmol), 1 M aq Na2CO3 (17 mmol), 5-chloro-2-methylphenylboronic acid (1.423 g, 8.35 mmol) and Pd(Ph3P)2Cl2 (470 mg, 0.67 mmol) were added and the reaction mixture was heated at 100° C. for 5 h. After cooling to room temperature, the precipitate was filtered and the filtrate was evaporated under reduced pressure, dissolved in DCM and washed with water. The organic layer was then dried over sodium sulfate and concentrated. The crude material was chromatographed on silica gel (DCM/EtOAc 50/50) to afford the title compound (1.99 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912200B2
Source datasetuspto-grants-2014_12
ORD IDord-c1581db90e294fcb9ed002a2958b65dc
Source noteuspto-grants-2014_12