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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190210Generated: October 31, 2026

Sodium Carbonate → HCID 58052307, compound

https://huagongshe.com/reaction/2190210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBoronic AcidHCID 61668—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 58052327HCID 58052327—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 58052307HCID 58052307—

Reaction Conditions

Temperature115 °C

Reaction Steps

To a solution of S-Phos (0.4 eq., 15 mg), Pd(OAc)2 (0.2 eq., 4.0 mg) and PhMe (3 ml) was added ethyl 3-hydroxy-6-(N-(5-iodo-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)-2,2-dimethylhexanoate (1 eq., 60 mg). A solution of boronic acid (30 eq., 232 mg) and Na2CO3 (2 N aqueous solution, 40 eq., 0.54 ml) was added. The mixture was heated in a sealed tube under nitrogen at 115° C. for 60 min, cooled, and diluted with DCM and water. The aqueous layer was extracted with DCM. Orgnic layers were washed with saturated aqueous Na2CO3 solution and concentrated to yield the crude title compound which was used in next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324239B2
Source datasetuspto-grants-2012_12
ORD IDord-be8e62b47d264c1f986aeefa007b3870
Source noteuspto-grants-2012_12