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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40647Generated: October 29, 2026

Diisopropylethylamine → 4-(2,5-Dimethyl-1H-indol-4-yl)-1-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-butan-2-ol

https://huagongshe.com/reaction/40647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantZ-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 59686818—
Reactant2,5-Dimethyl-4-(2-oxiranyl-ethyl)-1H-indoleHCID 86619152—
SolventEthanolHCID 702—
Product4-(2,5-Dimethyl-1H-indol-4-yl)-1-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-butan-2-olHCID 69235159—

Reaction Steps

2,5-Dimethyl-4-(2-oxiranyl-ethyl)-1H-indole (50 mg, 0.23 mmol), Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (45 mg, 0.17 mmol), DIPEA (0.1 mL, 0.55 mmol), ethanol (3 mL) were heated for 900 sec. at 120° C. in a μW reaction tube. The solvent was evaporated under reduced pressure to yield a crude solid that was 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-80c298e12a7e429eb7839cbb6696f7f3
Source noteuspto-grants-2013_09