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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403161Generated: October 31, 2026

Water → HCID 86686804, compound

https://huagongshe.com/reaction/1403161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantDimethylacetamideHCID 31374—
ReactantHCID 86686805HCID 86686805—
ProductHCID 86686804HCID 86686804—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of N-{4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-6-(morpholin-4-yl)pyrimidin-2-yl}cyclohexane-1,3-diamine (70 mg) in dimethylacetamide (1.4 mL) were added triethylamine (56 μL) and bis(2-bromomethyl)ether (31 μL), followed by stirring at 120° C. for 2 hours using a microwave reactor. To the reaction solution was added water, followed by extraction with ethyl acetate. The extracts were washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, the desiccant was removed by filtration, and then the solvent was evaporated under reduced pressure. The residue was purified by amino silica gel column chromatography (hexane:ethyl acetate=60:40-20:80) to obtain 4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-6-(morpholin-4-yl)-N-[3-(morpholin-4-yl)cyclohexyl]pyrimidin-2-amine (42 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912180B2
Source datasetuspto-grants-2014_12
ORD IDord-98bd4a809c8942c3a70e77f328dcd295
Source noteuspto-grants-2014_12