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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896022Generated: October 31, 2026

N-methyl-2-pyrrolidone → HCID 25181651, compound

https://huagongshe.com/reaction/1896022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Bromo-5-(trifluoromethyl)pyridineHCID 11127991—
Reactant2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridineHCID 87550402—
SolventEthyl AcetateHCID 8857—
ProductHCID 25181651HCID 251816511.3%

Reaction Conditions

Temperature160 °C

Reaction Steps

A vial was filled with a mixture of the compound of Example 3 (84.9 mg, 0.4 mmol), 3-bromo-5-(trifluoromethyl)pyridine (93 mg, 0.4 mmol), DIPEA (140 μL, 0.8 mmol), 1 mL of anhydrous N-methylpyrrolidone and sealed. The vial was heated in a microwave oven at 160° C. (200 W) for 2 h. The reaction mixture was then cooled to r.t., diluted with EtOAc, washed with water, dried over Na2SO4 and evaporated to dryness in vacuo. The crude black oily residue was purified by preparative RP LC-MS chromatography, using MS-C18 XTerra column 30×50 mm eluting with ammonium bicarbonate 20 mM pH 8 buffer-acetonitrile gradient affording 1.8 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-6188b5095eef44d397b0d1f49dbe526d
Source noteuspto-grants-2013_08