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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389607Generated: October 29, 2026

Sodium Carbonate → HCID 178455331, compound

https://huagongshe.com/reaction/389607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindol-1-oneHCID 46856415—
Reactant4-{1-[4-(tert-butyldimethyl-silanyloxy)-cyclohexyl]-1H-pyrazol-4-yl}-2-chlorofuro[2,3-c]pyridin-7-ylamineHCID 66760122—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 178455331HCID 17845533180.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 4-{1-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-1H-pyrazol-4-yl}-2-chloro-furo[2,3-c]pyridin-7-ylamine (50.0 mg, 0.112 mmol) in DME (0.894 mL) was added 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (43.5 mg, 0.168 mmol), sodium carbonate (2.0 M in water, 0.089 mL, 0.18 mmol), and Pd(PPh3)4 (20 mg, 0.02 mmol) and the reaction mixture was heated at 120° C. for 15 min in a microwave reactor. The reaction mixture was then concentrated. Purification of the residue by ISCO chromatography (0 to 5% 7 N NH3/MeOH:EtOAc) afforded 49 mg (80%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378104B2
Source datasetuspto-grants-2013_02
ORD IDord-93d9932b0d744c0da03e01fdb9a5fd02
Source noteuspto-grants-2013_02