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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40636Generated: October 30, 2026

Diisopropylethylamine → (S)-1-(7-Chloro-quinolin-4-yloxy)-3-[9-(9H-fluoren-2-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl]-propan-2-ol

https://huagongshe.com/reaction/40636

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantZ-(1S,6S)-7-(9H-fluoren-2-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 59686817—
Reactant(S)-7-Chloro-4-oxiranylmethoxy-quinolineHCID 86619150—
SolventEthanolHCID 702—
Product(S)-1-(7-Chloro-quinolin-4-yloxy)-3-[9-(9H-fluoren-2-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl]-propan-2-olHCID 69231065—

Reaction Conditions

Temperature95 °C

Reaction Steps

(S)-7-Chloro-4-oxiranylmethoxy-quinoline (20 mg, 0.084 mmol) and Z-(1S,6S)-7-(9H-fluoren-2-yl)-7,9-diaza-bicyclo[4.2.2]dec-3-ene (22 mg, 0.073 mmol) were placed in a μW tube with ethanol (3 ml), DIPEA (15 μL, 0.086 mmol) and heated to 95° C. for 900 sec. The solvent was evaporated from the reaction mixture and the residue was purified via reverse phase chromatography (gradient 20% to 90% CH3CN/water for 12 min) 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-fe885eded4c44e909d54c1a60392fbc1
Source noteuspto-grants-2013_09