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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657393Generated: October 29, 2026

Potassium Carbonate → HCID 57819888, compound

https://huagongshe.com/reaction/657393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Formylphenylboronic acidHCID 2734356—
ReactantHCID 57819882HCID 57819882—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57819888HCID 5781988870.7%

Reaction Conditions

Temperature130 °C

Reaction Steps

To N-[(3-bromophenyl)methyl]-N′-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}propanediamide (1.356 g, 2.432 mmol) was added (3-formylphenyl)boronic acid (0.401 g, 2.68 mmol) followed by K2CO3 (1.008 g, 7.30 mmol) and PdCl2(dppf) (0.071 g, 0.097 mmol) in 1,4-dioxane (14.95 mL) and water (4.98 mL). The mixture was heated under microwave for 15 min at 130° C. The solvent was removed by Glas-Col and DCM was added. The crude product was filtered through sintered glass funnel. Then the solid was washed with water and DCM to afford 1.0023 g (70.7%) of the title compound. LC-MS (M+H)+ 583.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071588B2
Source datasetuspto-grants-2011_12
ORD IDord-2bfbf3cf24234cbb86a9743f351d5f01
Source noteuspto-grants-2011_12