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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551495Generated: November 1, 2026

Ethyl Acetate → 3-[4-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indazol-1-yl]-propionic acid ethyl ester

https://huagongshe.com/reaction/551495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantEthyl 2-bromopropionateHCID 79040—
Reactant4-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-1H-indazoleHCID 52939610—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-[4-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indazol-1-yl]-propionic acid ethyl esterHCID 6715146985.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

4-(4′,5′-Difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-1H-indazole (0.09 g, 0.245 mmol), ethyl bromopropionate (0.045 g, 0.245 mmol), cesium carbonate (81 mg, 0.294 mmol) in 6 mL DMF was stirred at RT overnight and then heated to 90° C. for 35 min. The reaction was cooled and distributed between EtOAc and H2O. The organic layer was separated and concentrated in vacuo. The crude product was purified by flash chromatography with a gradient from 0-30% ethyl acetate in hexanes to yield 3-[4-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indazol-1-yl]-propionic acid ethyl ester as a white solid (98 mg, 85.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947728B1
Source datasetuspto-grants-2011_05
ORD IDord-7ac90e32f2534afb8fb10579fcfc86d0
Source noteuspto-grants-2011_05