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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843700Generated: November 2, 2026

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

https://huagongshe.com/reaction/1843700

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
Reactant5-Chloro-2,3-difluoropyridineHCID 2783248—
ReactantMethyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoateHCID 56933238—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-({6-[(5-chloro-3-fluoropyridin-2-yl)oxy]-1-methyl-1H-benzimidazol-2-yl}methoxy)benzoateHCID 6670590370%

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) (15.6 g, 50.0 mmol), 5-chloro-2,3-difluoropyridine (8.22 g, 55.0 mmol), copper iodide (0.95 g, 5.00 mmol), 1,10-phenanthroline (0.90 g, 5.00 mmol), cesium carbonate (48.9 g, 150 mmol) and DMF (200 mL) to obtain the title compound (15.4 g, 70%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946264B2
Source datasetuspto-grants-2015_02
ORD IDord-66aaeae4ee8b4d28b360fe644c953669
Source noteuspto-grants-2015_02