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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846460Generated: November 2, 2026

Potassium Carbonate → 6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazole

https://huagongshe.com/reaction/1846460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant4-methyl-1H-1,3-benzodiazol-6-olHCID 66978088—
SolventDimethylformamideHCID 6228—
Product6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazoleHCID 86663910—

Reaction Conditions

Temperature50 °C

Reaction Steps

0.830 g (6.00 mmol) potassium carbonate were added to 307 mg (2.00 mmol) 4,6-dichloropyrimidine and 295 mg (2.00 mmol) 7-methyl-3H-benzimidazol-5-ol in 1.50 mL DMF and the mixture was stirred for 8 h at 50° C. Then the mixture was added to ice water added and extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, evaporated down and purified by preparative HPLC-MS. The product-containing fractions were combined and the acetonitrile was evaporated down. The residue was made alkaline with 1N aqueous sodium hydroxide solution and extracted with EtOAc. The organic phase was dried on sodium sulphate, filtered, evaporated down and dried under HV.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-425bb8cd6d884cc5ad963dc850189910
Source noteuspto-grants-2015_02