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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423369Generated: November 3, 2026

Water → HCID 59408872, compound

https://huagongshe.com/reaction/1423369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1-(tert-Butyl) 2-methyl (2S,4S)-4-(((4-bromophenyl)sulfonyl)oxy)pyrrolidine-1,2-dicarboxylateHCID 56590484—
ReactantHCID 59408876HCID 59408876—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 59408872HCID 59408872—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 8-bromo-9-methoxy-6-oxo-5,6-dihydrophenanthridine-3-carbonitrile (C1), 8-bromo-9-methoxy-6-oxo-5,6-dihydrophenanthridine-3-carbonitrile (354 mg, 1.07 mmol) in NMP (10 mL) was added 1-tert-butyl 2-methyl (2S,4S)-4-{[(4-bromophenyl)sulfonyl]oxy}pyrrolidine-1,2-dicarboxylate (549 mg, 1.18 mmol) and Cs2CO3 (876 mg, 2.69 mmol). The mixture was then heated to 60° C. for 18 h, and worked up with water and EtOAc. The organic layer was washed with brine, dried over MgSO4, and the solvent was removed in vacuo. The crude material was purified on silica (gradient elution, 10-50% EtOAc/hex) to yield the title compound. LRMS ((M-Boc)+H)+=456.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927569B2
Source datasetuspto-grants-2015_01
ORD IDord-19f39a667e26442c936290a06fd06a26
Source noteuspto-grants-2015_01