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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873851Generated: October 27, 2026

Diisopropylethylamine → 2-[(1-Methyl-1-{1-[2-(methylsulfonyl)-4-(trifluoromethoxy)benzoyl]piperidin-4-yl}ethyl)sulfonyl]-6-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/1873851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant2-(Methylsulfonyl)-4-(trifluoromethoxy)benzoic acidHCID 59447309—
Reactant2-[(1-Methyl-1-piperidin-4-ylethyl)sulfonyl]-6-(trifluoromethyl)pyridineHCID 59447431—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTrifluoroacetic acidHCID 6422—
Product2-[(1-Methyl-1-{1-[2-(methylsulfonyl)-4-(trifluoromethoxy)benzoyl]piperidin-4-yl}ethyl)sulfonyl]-6-(trifluoromethyl)pyridineHCID 59447181—

Reaction Steps

To a 10 ml vial was added 2-(methylsulfonyl)-4-(trifluoromethoxy)benzoic acid (16.9 mg, 0.059 mmol), 2-[(1-methyl-1-piperidin-4-ylethyl)sulfonyl]-6-(trifluoromethyl)pyridine (20 mg, 0.059 mmol), Bop reagent (31.6 mg, 0.071 mmol), diisopropylethyl amine (0.052 ml, 0.297 mmol) and 1 ml dimethylformamide. The resulting solution was stirred at room temperature for 1 hour. It was diluted with 1 m dimethyl sulfoxide, 0.5 ml water and 0.1 ml trifluoroacetic acid. This mixture was loaded on to reverse phase column directly and eluted with water acetonitrile gradient solvent to give the title compound as fluffy white solid after lyophilizing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304434B2
Source datasetuspto-grants-2012_11
ORD IDord-b8b50378c77a4b3195d3d8de95b36b44
Source noteuspto-grants-2012_11