Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40639Generated: October 24, 2026

Diisopropylethylamine → 1-[9-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl]-3-(1H-indol-4-yloxy)-propan-2-ol

https://huagongshe.com/en/reaction/40639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(oxiran-2-ylmethoxy)-1H-indoleHCID 605015—
Reactant7-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 69233819—
SolventEthanolHCID 702—
Product1-[9-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl]-3-(1H-indol-4-yloxy)-propan-2-olHCID 69231469—

Reaction Conditions

Temperature120 °C

Reaction Steps

7-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-ene (15 mg, 0.055 mmol) and 4-oxiranylmethoxy-1H-indole (20 mg, 0.106 mmol) were placed in a μW tube with ethanol (2 ml), DiPEA (0.2 mL) and heated to 120° C. for 900 sec. The solvent was evaporated to yield a crude oil, which was purified via reverse phase chromatography (20% CH3CN to 90% CH3CN in water) 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-29979d734b6445b099a02ac5a12e13fa
Source noteuspto-grants-2013_09