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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41028Generated: October 25, 2026

2-Bromoethyl isocyanate → (+)-2-(2-Bromo-ethyl)-10-(3-hydroxy-phenyl)-6-methoxy-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dione

https://huagongshe.com/reaction/41028

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromoethyl isocyanateHCID 4255957—
Reactant(1RS,3RS)-1-(3-hydroxy-phenyl)-6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl esterHCID 68851536—
SolventMethyl Ethyl KetoneHCID 6569—
Product(+)-2-(2-Bromo-ethyl)-10-(3-hydroxy-phenyl)-6-methoxy-3a-methyl-3a,4,9,10-tetrahydro-2,9,10a-triaza-cyclopenta[b]fluorene-1,3-dioneHCID 6893944874%

Reaction Steps

To a solution of 3.17 g (1RS,3SR)-1-(3-Hydroxy-phenyl)-6-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester in 35 ml 2-butanon are added 860 μl bromoethyl isocyanate. The mixture is heated to reflux for 7 h and is stirred at room temperature over night. The precipitated compound is filtered and washed with 2-butanon. 3.09 g (74%) of the title compound are obtained. m.p.: 299-302° C., MS: m/z (MH+)=484.0/486.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530493B2
Source datasetuspto-grants-2013_09
ORD IDord-dcdaf9d0806047769f4203c19cf4bf47
Source noteuspto-grants-2013_09