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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888252Generated: November 3, 2026

Potassium Carbonate → HCID 178477698, compound

https://huagongshe.com/reaction/1888252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-Difluorobenzeneboronic acidHCID 2734337—
ReactantHCID 178477688HCID 178477688—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 178477698HCID 17847769824%

Reaction Steps

Following the general procedure of Example 66, a mixture of 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indazole-7-carbonitrile (Intermediate 10) (50 mg, 0.102 mmols), 3,4-difluorophenyl boronic acid (48 mg, 0.306 mmols), potassium carbonate (84 mg, 0.612 mmol), and chloro(di-2-norbonylphosphino)-(2-dimethylaminomethyl-ferrocen-1-yl)paladium (3 mg) in dioxane/water (3/1, 4 mL) was reacted. The reaction mixture was concentrated, redissolved in methylene chloride and filtered. The filtrate was concentrated and the residue was purified by using a Gilson semi-preparative HPLC system, eluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) pumped at 25 mL/min to give the title compound (11 mg, 24%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501780B2
Source datasetuspto-grants-2013_08
ORD IDord-954482f1b59d4f86b19fa73a127b4ec9
Source noteuspto-grants-2013_08