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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511168Generated: October 28, 2026

Diisopropylethylamine → HCID 58577021, compound

https://huagongshe.com/reaction/511168

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 58576160HCID 58576160—
Reactant(4-Nitro-3-trifluoromethyl-phenyl)-piperidin-4-yl-amine hydrochlorideHCID 66671805—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58577021HCID 5857702124%

Reaction Steps

3-[5-(4-tert-Butyl-phenyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-propionic acid lithium salt (16 mg; 0.05 mmol, prepared in accordance with Example 127) and tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (19 mg; 0.05 mmol) are diluted in a 2 to 1 mixture of dimethylformamide and tetrahydrofuran (0.75 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 and (0.25 mL) diisopropylethyl amine (25 μL; 0.15 mmol) are added and the reaction is then stirred. After 4 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 (7 mg; 0.012 mmol). The structure was confirmed using Protocol I-D. Calculated mass=588; observed mass=588; HPLC retention time=1.66 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096524B2
Source datasetuspto-grants-2015_08
ORD IDord-266d3e7c627445d580339ec2462d23a3
Source noteuspto-grants-2015_08