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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843710Generated: November 3, 2026

1,10-Phenanthroline → Methyl 3-[[6-[(3,5-dibromo-4-chloro-2-pyridinyl)oxy]-1-methyl-1H-benzimidazol-2-yl]methoxy]benzoate

https://huagongshe.com/reaction/1843710

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoateHCID 56933238—
ReactantHCID 66705837HCID 66705837—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-[[6-[(3,5-dibromo-4-chloro-2-pyridinyl)oxy]-1-methyl-1H-benzimidazol-2-yl]methoxy]benzoateHCID 6670577754%

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) (1.69 g, 5.00 mmol), 3,5-dibromo-4-chloro-2-fluoropyridine produced in Example (14b) (1.59 g, 5.50 mmol), copper iodide (0.10 g, 0.50 mmol), 1,10-phenanthroline (0.09 g, 0.50 mmol), cesium carbonate (4.89 g, 15.0 mmol) and DMF (30 mL) to obtain the title compound (1.56 g, 54%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946264B2
Source datasetuspto-grants-2015_02
ORD IDord-3c665c9e1047481caf6879b428485c9c
Source noteuspto-grants-2015_02