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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626467Generated: October 26, 2026

Sodium Carbonate → 2-Chloro-4-(4-(trifluoromethyl)phenyl)pyrimidine

https://huagongshe.com/reaction/1626467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,4-DichloropyrimidineHCID 77531—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-Chloro-4-(4-(trifluoromethyl)phenyl)pyrimidineHCID 2186527627.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

4-(trifluoromethyl)phenylboronic acid (319 mg, 1.68 mmol), 2,4-dichloropyrimidine (250 mg, 1.68 mmol), Na2CO3 (445 mg, 4.20 mmol) and Pd(PPh3)4 (97.0 mg, 0.0839 mmol) were combined in a 5 mL reaction vial and diluted with toluene (3 mL) and water (300 μL). The reaction was purged with argon, heated to 60° C. and stirred overnight. The reaction was loaded directly onto silica gel and eluted with 5% ethyl acetate/hexanes to 60% ethyl acetate/hexanes to yield the desired compound (120 mg, 0.464 mmol, 27.6% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-43d4d11de6584cb5937cca6ec54bacc9
Source noteuspto-grants-2014_07