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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265976Generated: October 31, 2026

Dimethylformamide → N-(3-Fluoro-4-methanesulfonylamino-benzyl)-3-[2-(3-hydroxy-pyrrolidin-1-yl)-6-trifluoromethyl-pyridin-3-yl]-acrylamide

https://huagongshe.com/reaction/2265976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-HydroxypyrrolidineHCID 98210—
Reactant3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-fluoro-4-methanesulfonylamino-benzyl)-acrylamideHCID 72335664—
SolventEthyl AcetateHCID 8857—
ProductN-(3-Fluoro-4-methanesulfonylamino-benzyl)-3-[2-(3-hydroxy-pyrrolidin-1-yl)-6-trifluoromethyl-pyridin-3-yl]-acrylamideHCID 6878229191%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of 3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-fluoro-4-methanesulfonylamino-benzyl)-acrylamide (40 mg, 0.088 mmol) in pyrrolidin-3-ol (0.4 ml) was added DMF (0.5 ml). The mixture was stirred for 12 hours at 110° C. The reaction mixture was diluted with EtOAc and then washed two times with 1N-HCl and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue was column-chromatographed to yield the title compound (40 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858621B2
Source datasetuspto-grants-2010_12
ORD IDord-46ffbd004caf4923a287146f52ca8ba5
Source noteuspto-grants-2010_12