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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185470Generated: November 3, 2026

Cesium carbonate → 4-{(S)-4-Benzyloxy-2-[(4-tert-butoxycarbonylmethoxy-quinoline-2-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid butyl ester

https://huagongshe.com/reaction/1185470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantHCID 178452371HCID 178452371—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-{(S)-4-Benzyloxy-2-[(4-tert-butoxycarbonylmethoxy-quinoline-2-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid butyl esterHCID 68598991—

Reaction Steps

To a solution of 900 mg 4-{(S)-4-Benzyloxy-2-[(4-hydroxy-quinoline-2-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid butyl ester in 6.7 ml of DMF, 587 mg of cesium carbonate and 351 mg of Bromo-acetic acid tert-butyl ester was added and the reaction mixture was stirred for 5 h at RT. Then, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried over MgSO4 and the solvents were removed under reduced pressure. The isolated crude product was pure enough for the next reaction step. Yield: 1.1 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669266B2
Source datasetuspto-grants-2014_03
ORD IDord-f07a6154fdbf410aa5b3b4ed60e4a332
Source noteuspto-grants-2014_03