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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023029Generated: October 31, 2026

Diisopropylethylamine → HCID 86676330, compound

https://huagongshe.com/reaction/1023029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
Reactant2,6-DifluorobenzaldehydeHCID 136284—
ReactantHCID 67433897HCID 67433897—
ReactantHCID 86676327HCID 86676327—
SolventDichloromethaneHCID 6344—
ProductHCID 86676330HCID 86676330—

Reaction Steps

To a solution of 2,6-difluorobenzaldehyde (0.177 g, 1.25 mmol) in dichloromethane (5 mL) was added N-ethyl-N-(1-methylethyl)-2-propane amine (0.436 ml, 2.5 mmol) and 1,1,1-trifluoro-methanesulfonic acid, (1,1-dimethylethyl)dimethylsilyl ester (0.430 mL, 1.875 mmol). The reaction was stirred for 15 minutes and a solution of 1-[4-(4-acetyl-2-thiazolyl)-1-piperidinyl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)ethanone (i. e. the product of Example 1, Step D) (0.5 g, 1.25 mmol) dissolved in dichloromethane (2 mL) was added dropwise over 5 minutes. The resulting reaction was stirred for 6 hours and concentrated under reduced pressure. The residue was purified via silica gel chromatography (20% ethyl acetate: hexanes to 100% ethyl acetate eluant) to provide 0.62 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722678B2
Source datasetuspto-grants-2014_05
ORD IDord-47b5c102185e4deaa7e2bbec05ba7f43
Source noteuspto-grants-2014_05