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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40646Generated: October 26, 2026

Ethanol → 4-[3-Hydroxy-4-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-butyl]-6-methoxy-1H-indole-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/40646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDiisopropylethylamineHCID 81531—
ReactantZ-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 59686818—
Reactant6-Methoxy-4-(2-oxiranyl-ethyl)-1H-indole-2-carboxylic acid methyl esterHCID 86619151—
SolventDichloromethaneHCID 6344—
Product4-[3-Hydroxy-4-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-butyl]-6-methoxy-1H-indole-2-carboxylic acid methyl esterHCID 69233753—

Reaction Steps

6-Methoxy-4-(2-oxiranyl-ethyl)-1H-indole-2-carboxylic acid methyl ester (120 mg, 0.43 mmol), Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (114 mg, 0.43 mmol), DIPEA (0.2 mL, 1.13 mmol), ethanol (3 mL), dichloromethane (2 mL) were heated for 1200 sec. at 130° C. in a μW reaction tube. The solvent was evaporated under reduced pressure to yield a crude solid which was then purified with flash chromatography gradient [20% Ethyl acetate/heptane to 100% Ethyl acetate] to yield the title compound as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530475B2
Source datasetuspto-grants-2013_09
ORD IDord-900ab4f2d20f402eadc80f38d5192c8a
Source noteuspto-grants-2013_09