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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710551Generated: October 30, 2026

Sodium Carbonate → HCID 86688548, compound

https://huagongshe.com/reaction/710551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAmmonium ChlorideHCID 25517—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
ReactantHCID 86688544HCID 86688544—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 86688548HCID 8668854840.1%

Reaction Steps

The compound (400 mg, 932 μmol) obtained in Example 1 and pyrimidine-5-boronic acid (289 mg, 2.33 mmol) were dissolved in DMF (10 mL), and a 2N sodium carbonate aqueous solution (1.62 mL, 3.26 mmol) and tetrakis(triphenylphosphine)palladium(0) (107 mg, 93.2 μmol) were added thereto. The resulting mixture was subjected to reaction at 120° C. for 40 minutes in a microwave reactor. A saturated ammonium chloride aqueous solution was added to the resulting mixture to stop the reaction, and after extraction with ethyl acetate, the extract was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The desiccant was filtered off, and the residue obtained by evaporation under reduced pressure was purified using medium pressure flash column chromatography (silica gel; methanol:chloroform=1:40), thereby giving the title compound (160 mg, 40%) as a pale brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181183B2
Source datasetuspto-grants-2015_11
ORD IDord-de65856ca1824b7b9950a60eab4e36ff
Source noteuspto-grants-2015_11