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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511189Generated: October 28, 2026

Diisopropylethylamine → HCID 58577133, compound

https://huagongshe.com/reaction/511189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantAluminaHCID 9989226—
ReactantHCID 58576150HCID 58576150—
Reactant(4-Nitro-3-trifluoromethyl-phenyl)-piperidin-4-yl-amine hydrochlorideHCID 66671805—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58577133HCID 5857713362%

Reaction Steps

To a solution of 4-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-butyric acid lithium salt (16 mg; 0.05 mmol, prepared in accordance with Example 150) in tetrahydrofuran (0.5 mL) is added tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (19 mg; 0.05 mmol) in dimethylformamide (0.25 mL). A solution of (4-nitro-3-trifluoromethyl-phenyl)-piperidin-4-yl-amine hydrochloride (16 mg; 0.05 mmol, prepared in accordance with Example 8) in dimethylformamide (0.25 mL) and diisopropylethyl amine (25 μL; 0.15 mmol) are then added and the reaction is stirred. After 3 hours at room temperature, aluminium oxide (90 active basic) is added and stiffing is continued for 40 minutes. 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 (18 mg; 0.031 mmol). The structure was confirmed using Protocol I-D. Calculated mass=588; observed mass=589; HPLC retention time=1.50 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096524B2
Source datasetuspto-grants-2015_08
ORD IDord-a9e560a2ece04772973c2dcd686a8526
Source noteuspto-grants-2015_08