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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775113Generated: October 28, 2026

Water → HCID 71254231, compound

https://huagongshe.com/reaction/1775113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylboronic AcidHCID 139377—
ReactantPotassium AcetateHCID 517044—
ReactantHCID 71253861HCID 71253861—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventAcetonitrileHCID 6342—
SolventSodium CarbonateHCID 10340—
ProductHCID 71254231HCID 7125423139%

Reaction Conditions

Temperature150 °C

Reaction Steps

A microwave reaction vial was charged with (R)-tert-butyl 1-(3-bromo-6-(5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-2-yl)pyrrolidin-3-ylcarbamate (124.5 mg, 0.1867 mmol), Methyl boronic acid (111.76 mg, 1.867 mmol), 1,1′-Bis(diphenylphosphino)ferrocenepalladium (II) chloride (15.2 mg, 0.01876 mmol), 1.00 M of Potassium acetate in Water (0.28 mL, 0.28 mmol), 1.00 M of Sodium carbonate in Water (0.28 mL, 0.28 mmol), and Acetonitrile (10 mL). The reaction mixture was heated under microwave at 150° C. for 5 minutes. The mixture was concentrated, and the residue was purified on silica eluted with 0 to 100% EtOAc in Heptane to afford (R)-tert-butyl 1-(3-methyl-6-(5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-2-yl)pyrrolidin-3-ylcarbamate (43.8 mg, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260425B2
Source datasetuspto-grants-2016_02
ORD IDord-3fbf273ceb004e4dbbe00bf1df652852
Source noteuspto-grants-2016_02