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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190151Generated: October 25, 2026

Potassium Carbonate → Ethyl 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridin-5-yl)pentanoate

https://huagongshe.com/reaction/2190151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-pentenoateHCID 74786—
Reactant9-Borabicyclo(3.3.1)nonaneHCID 78966—
Reactant2-(4-fluorophenyl)-5-iodo-N-methyl-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridine-3-carboxamideHCID 54575087—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductEthyl 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridin-5-yl)pentanoateHCID 58052319—

Reaction Steps

A solution of 5.1 mg ethyl pent-4-enoate and 79 μl 9-BBN (2 M solution in THF) is stirred at rt for 1 h. 10 μl of water is added and stirred at rt for 10 min. 30 μl of 2 M K2CO3 solution is added and stirred at rt for 30 min. 10 mg of 2-(4-fluorophenyl)-5-iodo-N-methyl-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridine-3-carboxamide and 1.1 mg of Pd(PPh3)4 are added, bubbled with N2, and microwaved at 120 C for 20 min. The crude reaction mixture is purified with preparative HPLC to afford the title compound (M+H)+=506.3; Retention time=1.28 min, Method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324239B2
Source datasetuspto-grants-2012_12
ORD IDord-c102934d2736459c818ae67176197152
Source noteuspto-grants-2012_12