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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419295Generated: October 30, 2026

Cesium carbonate → 3-(2-morpholin-4-yl-2-oxoethoxy) 10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c]quinolin-6-amine

https://huagongshe.com/reaction/419295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromo-1-(morpholin-4-yl)ethan-1-oneHCID 13996876—
Reactant6-amino-10,11-dihydro-8H-[1,4]oxazino [4',3':1,2]imidazo[4,5-c]quinolin-3-olHCID 135520079—
SolventDimethylformamideHCID 6228—
Product3-(2-morpholin-4-yl-2-oxoethoxy) 10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c]quinolin-6-amineHCID 1157451412.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A glass vial was charged with 4-(bromoacetyl)morpholine (0.05 g, 0.26 mmol, 1.1 eq), 6-amino-10,11-dihydro-8H-[1,4]oxazino[4′,3′:1,2]imidazo[4,5-c]quinolin-3-ol (0.06 g, 0.23 mmol), DMF (3 mL), and cesium carbonate (0.42 g, 1.3 mmol, 5 eq). The reaction mixture was heated at 90° C. overnight. The reaction was quenched with 30 mL water to provide an off-white precipitate. The solid was collected by vacuum filtration and recrystallized from acetonitrile to provide 0.011 g of 3-(2-morpholin-4-yl-2-oxoethoxy) 10,11-dihydro-8H-[1,4]oxazino[4′,3′:1,2]imidazo[4,5-c]quinolin-6-amine, mp 204-206° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093390B2
Source datasetuspto-grants-2012_01
ORD IDord-fdc5691575474cf9a0d93fefbbe9af93
Source noteuspto-grants-2012_01