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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773338Generated: November 2, 2026

Potassium Carbonate → HCID 118483179, compound

https://huagongshe.com/reaction/1773338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTolylboronic acidHCID 79799—
ReactantHCID 118483196HCID 118483196—
CatalystHCID 178454869HCID 178454869—
SolventDimethylformamideHCID 6228—
ProductHCID 118483179HCID 11848317922.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of tert-butyl 1-(5-chloro-4-(4-cyanophenyl)-1-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)piperidin-4-ylcarbamate (200 mg, 0.45 mmol), p-tolylboronic acid (123 mg, 0.90 mmol), [1,1′-bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) (28 mg, 0.045 mol) and K2CO3 (124 mg, 0.90 mmol) in DMF (10 mL) was flushed with nitrogen and stirred at 85° C. for 2 h. Water was added, and the mixture was extracted with EA (3×). The organics were combined, washed with water, washed with brine, dried and concentrated in vacuo. The residue was purified by silica chromatography (1:1, EA:PE) to give 50 mg (22%) of the title compound. [M+H] Calc'd for C29H33N5O3, 500. Found, 500.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255097B2
Source datasetuspto-grants-2016_02
ORD IDord-0c616f3870c14610804a4da0631f7238
Source noteuspto-grants-2016_02