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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908611Generated: October 28, 2026

Ethyl bromoacetate → 4-((S)-4-tert-Butoxycarbonyl-2-{[5-ethoxycarbonylmethoxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1908611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantCesium carbonateHCID 10796—
ReactantHCID 178473390HCID 178473390—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-((S)-4-tert-Butoxycarbonyl-2-{[5-ethoxycarbonylmethoxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl esterHCID 66920057—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 100 mg of 4-((S)-4-tert-Butoxycarbonyl-2-{[5-hydroxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl ester in 4 ml of DMF, 116 mg of cesium carbonate and 59 mg of Bromo-acetic acid ethyl ester was added and heated to 100° C. for 3 h. Then, the reaction mixture was diluted with water and filtered through a Chem Elut® cartridge by eluting with ethyl acetate. The solvents were removed under reduced pressure. The crude product was used in the subsequent reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598179B2
Source datasetuspto-grants-2013_12
ORD IDord-2ffd9882cc74420fb3b8232689af6ae9
Source noteuspto-grants-2013_12