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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277253Generated: October 30, 2026

Water → HCID 86731324, compound

https://huagongshe.com/reaction/2277253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
ReactantHCID 86731325HCID 86731325—
CatalystCopper iodideHCID 83717—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86731324HCID 8673132424.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of N-(5-(benzyloxy)-3-bromopyridin-2-yl)-4-(cyclopropylmethoxy)benzamide (780 mg) in THF (10 mL) were added copper iodide (49.2 mg), 1,10-phenanthroline (93.0 mg) and cesium carbonate (1.12 g), and the mixture was stirred with heating overnight at 70° C. The reaction mixture was allowed to cool to room temperature, water was added thereto, and the mixture was extracted with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (157 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133129B2
Source datasetuspto-grants-2015_09
ORD IDord-6015ad29f62d4c6298cac51d11603997
Source noteuspto-grants-2015_09