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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399192Generated: October 31, 2026

Pyrrolidine → HCID 57785886, compound

https://huagongshe.com/reaction/1399192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantHCID 57785992HCID 57785992—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 57785886HCID 5778588688%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-{9-chloro-6-[1-(difluoromethoxy)-2,2,2-trifluoroethyl]-3,4-dihydropyrimido[1,2-a]benzimidazol-1(2H)-yl}-6-methylpyridin-2-yl trifluoromethanesulfonate (123.7 mg, 0.208 mmol) in N,N-dimethylformamide (2.5 mL) was added pyrrolidine (86.8 μL, 1.04 mmol). The reaction mixture was stirred at 80° C. for 2.5 hrs. The reaction mixture was diluted with water and extracted with ethyl acetate (×3). The combined organic layer was washed with water (×2) and brine (×1), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with a 0-60% ethyl acetate/n-hexane gradient mixture. The resulting solid was recrystallized from ethyl acetate/n-hexane to give a title compound as a colorless powder (94.6 mg, 0.183 mmol, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901141B2
Source datasetuspto-grants-2014_12
ORD IDord-a7cda4e2dfab40269cf576149457a274
Source noteuspto-grants-2014_12