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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732959Generated: October 30, 2026

Sodium Carbonate → HCID 57839036, compound

https://huagongshe.com/reaction/732959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 57839032HCID 57839032—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 57839036HCID 5783903644.5%

Reaction Steps

A solution of ethyl 4-chloro-6-(2,4-dichlorophenyl)-2-phenylpyrimidine-5-carboxylate (30 mg, 0.07 mmol) and phenyl boronic acid (14 mg, 0.11 mmol) in toluene (3 mL) was degassed with argon for 15 minutes. To this solution was added Pd(PPh3)4 (9 mg, 0.007 mmol), Na2CO3 (23 mg, 0.22 mmol) and the reaction was heated to reflux for 3 days. The reaction was diluted with EtOAc (20 mL) and extracted with saturated NH4Cl solution (2×20 mL), brine (20 mL). The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure. The crude reaction product was purified by flash chromatography (silica gel, 20% EtOAc/hexane) to give ethyl 4-(2,4-dichlorophenyl)-2,6-diphenylpyrimidine-5-carboxylate (14 mg, 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589088B2
Source datasetuspto-grants-2009_09
ORD IDord-a1615aea21ee4e47a48f69e251bea0d4
Source noteuspto-grants-2009_09