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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367379Generated: November 2, 2026

Sodium Carbonate → HCID 178509576, compound

https://huagongshe.com/reaction/2367379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileHCID 51350951—
ReactantHCID 178508442HCID 178508442—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178509576HCID 17850957685.3%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 4-chloro-6-[2-(1H-imidazo[4,5-c]pyridin-2-yl)-4-morpholinyl]-2-pyrimidinamine (403 mg, 1.21 mmol), 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (390 mg, 1.58 mmol), Na2CO3 (322 mg, 3.04 mmol) and Pd(PPh3)4 (140 mg, 0.121 mmol) in 1,4-dioxane (6 mL) and water (2 mL) was heated at 140° C. under microwave conditions with stirring for 1 hour. The mixture was filtered, washed by EtOAc (150 mL), and evaporated to give a yellow solid which was chromatographed to afford the title compound (430 mg) as a yellow solid. LC-MS (ES) m/z=417 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-fb01bf07c53047a1893b8e209d731aff
Source noteuspto-grants-2014_04