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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511194Generated: October 28, 2026

Diisopropylethylamine → HCID 58577219, compound

https://huagongshe.com/reaction/511194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantAluminaHCID 9989226—
Reactant4-[4-(4-Trifluoromethyl-phenyl)-piperazin-1-yl]-butyric acid lithium saltHCID 58576070—
ReactantHCID 66671763HCID 66671763—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58577219HCID 5857721932%

Reaction Steps

To a stirred suspension of 4-[4-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazin-1-yl]-butyric acid lithium salt (17 mg; 0.05 mmol, prepared in accordance with Example 3) in tetrahydrofuran (1.0 mL) is added tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (19 mg; 0.05 mmol) in dimethylformamide (0.5 mL). 15 minutes later, a solution of 4-(piperidin-4-ylamino)-2-trifluoromethyl-benzonitrile hydrochloride (15 mg; 0.05 mmol, prepared in accordance with Example 155) in dimethylformamide (0.5 mL) and diisopropylethyl amine (25 μL; 0.15 mmol) is added. After 2 hours at room temperature, aluminium oxide (90 active basic) is added and stiffing is continued. The solids are removed by filtration and the filtrate is concentrated under high vacuum. The obtained residue is purified by preparative HPLC to afford the desired compound (9 mg; 0.016 mmol). The structure was confirmed using Protocol I-D. Calculated mass=569; observed mass=569; HPLC retention time=1.48 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096524B2
Source datasetuspto-grants-2015_08
ORD IDord-4263852b88cb46c78a85689ccb914140
Source noteuspto-grants-2015_08