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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712668Generated: October 29, 2026

Water → HCID 117667268, compound

https://huagongshe.com/reaction/712668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant4-(Bromomethyl)oxaneHCID 2773286—
ReactantHCID 117667108HCID 117667108—
SolventDimethylacetamideHCID 31374—
ProductHCID 117667268HCID 11766726850.2%

Reaction Steps

To a solution of 6-(5-hydroxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide (25 mg, 0.092 mmol) in DMA (1 mL) is added 4-(bromomethyl)tetrahydropyran (20 mg, 0.11 mmol) and cesium carbonate (36 mg, 0.11 mmol). The resultant mixture is stirred at 70° C. for 16 h. Water is added and the mixture is extracted with EtOAc. The organic layers are combined, washed with brine and dried (Na2SO4). The solvent is evaporated and the crude product is purified by silica gel column eluting (0-10% MeOH in DCM) to afford the title compound (17 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-6519ef5805c94580abf633264a12ea3e
Source noteuspto-grants-2015_11