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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843702Generated: October 31, 2026

1,10-Phenanthroline → Methyl 3-({6-[(3,5-dichloropyridin-2-yl)oxy]-1-methyl-1H-benzimidazol-2-yl}methoxy)benzoate

https://huagongshe.com/reaction/1843702

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
Reactant3,5-Dichloro-2-fluoropyridineHCID 2783256—
ReactantMethyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoateHCID 56933238—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-({6-[(3,5-dichloropyridin-2-yl)oxy]-1-methyl-1H-benzimidazol-2-yl}methoxy)benzoateHCID 6670589653%

Reaction Steps

The reaction and post-treatment were carried out according to Example (1f) using methyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoate produced in Example (1e) (7.81 g, 25.0 mmol), 3,5-dichloro-2-fluoropyridine (4.57 g, 27.5 mmol), copper iodide (0.48 g, 2.50 mmol), 1,10-phenanthroline (0.45 g, 2.50 mmol), cesium carbonate (24.44 g, 75.0 mmol) and DMF (100 mL) to obtain the title compound (5.90 g, 53%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946264B2
Source datasetuspto-grants-2015_02
ORD IDord-dde6bb41d0b54c6b8fc95daf71651521
Source noteuspto-grants-2015_02