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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241967Generated: October 30, 2026

Sodium Carbonate → HCID 46196557, compound

https://huagongshe.com/reaction/241967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
Reactant4-Chloro-6-(1H-indazol-4-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridineHCID 58083234—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 46196557HCID 46196557—

Reaction Conditions

Temperature130 °C

Reaction Steps

4-Chloro-6-(1H-indazol-4-yl)-1-methyl-1H-pyrazolo[3,4-b]pyridine 7 (80 mg, 0.28 mmol) and 4-(methanesulfonyl)benzene boronic acid (1.4 equiv.) were suspended in 2 ml acetonitrile. Sodium carbonate (3 equiv., 92 mg) and bis(triphenylphosphine)palladium(II) chloride (0.05 equiv.) were added as a solution in water (0.5 ml). The reaction mixture was heated in microwave at 130° C. for 20 min. Water was added to the mixture, and the precipitated product was filtered and purified by column chromatography to yield 115. NMR (CDCl3): 3.19 (3H, s), 4.36 (3H, s), 7.58 (1H, m), 7.67 (1H, d), 7.84 (1H, d), 7.87 (1H, s), 8.06 (2H, d), 8.19 (1H, s), 8.20 (2H, d), 8.96 (1H, s), 10.20 (1H, br). MS: MH+ 404

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653098B2
Source datasetuspto-grants-2014_02
ORD IDord-ac124db242bf40028fefc07b953b6e7a
Source noteuspto-grants-2014_02