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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389211Generated: October 27, 2026

Ethyl Acetate → HCID 59287096, compound

https://huagongshe.com/reaction/389211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant1-(tert-Butyl) 2-methyl (2S,4S)-4-(((4-bromophenyl)sulfonyl)oxy)pyrrolidine-1,2-dicarboxylateHCID 56590484—
ReactantHCID 59287022HCID 59287022—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 59287096HCID 59287096—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 3-bromo-7-methoxyquinolin-2(1H)-one (1.31 g, 5.17 mmol) and 1-tert-butyl 2-methyl (2S,4S)-4-{[(4-bromophenyl)sulfonyl]oxy}pyrrolidine-1,2-dicarboxylate (2.0 g, 4.31 mmol) in NMP (21.5 mL), Cs2CO3 (2.11 g, 6.46 mmol) was added, and the reaction mixture was stirred for 40 hours at 40° C. An additional portion of 1-t-butyl 2-methyl (2S,4S)-4-{[(4-bromophenyl)sulfonyl]oxy}pyrrolidine-1,2-dicarboxylate (1.0 g, 2.16 mmol) was added, and the reaction mixture was stirred at 40° C. for 16 hours. The reaction mixture was cooled and poured onto a mixture of EtOAc and H2O, and the layers were separated. The organic layer was washed with H2O (2×), NaHCO3 (2×) and brine, dried over Mg2SO4, filtered and concentrated. The product was used with no further purification. LRMS (M+H-Boc)+=381.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377874B2
Source datasetuspto-grants-2013_02
ORD IDord-8908648a477f4f618a4a1fe9e6869c0d
Source noteuspto-grants-2013_02