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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469091Generated: November 2, 2026

Triethylamine → 4-(3,4-dihydro-2H-quinolin-1-yl)-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)quinazoline

https://huagongshe.com/reaction/1469091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantQuinazolineHCID 9210—
Reactant1,2,3,4-TetrahydroquinolineHCID 69460—
Reactant4-Chloro-6-iodoquinazolineHCID 11173809—
Solvent1,4-DioxaneHCID 31275—
Product4-(3,4-dihydro-2H-quinolin-1-yl)-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)quinazolineHCID 5696666543%

Reaction Steps

0.50 g of 4-chloro-6-iodoquinazoline, 0.30 g of 1,2,3,4-tetrahydroquinoline and 0.40 ml of triethylamine in 4 ml of dioxane are heated at 80° C. in a flask until the quinazoline has reacted completely (HPLC check, about 24 hours). The cooled reaction solution is evaporated to dryness in a rotary evaporator. The residue is purified by means of column chromatography (gradient heptane: EA 5-100% in 16 min.), giving 0.27 g of 4-(3,4-dihydro-2H-quinolin-1-yl)-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)quinazoline as yellow solid (yield 43%, content 96%); MS-FAB (M+H+)=387.8; Rf (polar method): 2.43 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006255B2
Source datasetuspto-grants-2015_04
ORD IDord-a00e3a0d7fe2431e8d78d398f21c232f
Source noteuspto-grants-2015_04