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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908600Generated: October 28, 2026

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

https://huagongshe.com/reaction/1908600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantCesium carbonateHCID 10796—
ReactantHCID 178473388HCID 178473388—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-{(S)-4-tert-Butoxycarbonyl-2-[(5-ethoxycarbonylmethoxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl esterHCID 66920009—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 60 mg of 4-{(S)-4-tert-Butoxycarbonyl-2-[(5-hydroxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester in 20 ml of DMF, 73 mg of cesium carbonate and 38 mg of Bromo-acetic acid ethyl ester was added and heated to 100° C. for 4 h. Then, the reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic phases were dried over MgSO4 and 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-3b6dfbfe98f847a0bd2f3a10485aef6f
Source noteuspto-grants-2013_12