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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403165Generated: November 2, 2026

Potassium Carbonate → HCID 178502271, compound

https://huagongshe.com/reaction/1403165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDimethylacetamideHCID 31374—
ReactantHCID 67980988HCID 67980988—
ReactantHCID 178486070HCID 178486070—
SolventWaterHCID 962—
ProductHCID 178502271HCID 17850227135.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-(difluoromethyl)-1-[2-(methylsulfonyl)-6-(morpholin-4-yl)pyrimidin-4-yl]-1H-benzimidazole (200 mg) and methyl[(3S)-1-(trans-4-aminocyclohexyl)-2-oxopyrrolidin-3-yl]carbamate hydrochloride (214 mg), potassium carbonate (135 mg), N-ethyl-N-diisopropylpropan-2-amine (0.38 mL) and N,N-dimethylacetamide (3 mL) was stirred at 100° C. for 6 hours. After leaving to be cooled, to the reaction solution was added water, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol-100:0-80:20) to obtain methyl{(3S)-1-[trans-4-({4-[2-(difluoromethyl)-1H-benzimidazol-1-yl]-6-(morpholin-4-yl)pyrimidin-2-yl}amino)cyclohexyl]-2-oxopyrrolidin-3-yl}carbamate (102 mg) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912180B2
Source datasetuspto-grants-2014_12
ORD IDord-2dc0aefda2bd4392909982d7b01adb00
Source noteuspto-grants-2014_12