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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446273Generated: October 27, 2026

Diisopropylethylamine → 3-(1-{[5-(4-Methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)pentan-3-ol

https://huagongshe.com/reaction/1446273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5-(p-Tolyl)isoxazole-4-carboxylic acidHCID 22831706—
Reactant3-Piperidin-3-ylpentan-3-ol hydrochlorideHCID 68682854—
SolventDimethylformamideHCID 6228—
Product3-(1-{[5-(4-Methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)pentan-3-olHCID 5917012244.9%

Reaction Steps

A solution of 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10 mg, 0.05 mmol), TBTU (19 mg, 0.06 mmol, 1,2 equ.) and N-ethyl-N-isopropylpropan-2-amine (17 μL, 0.010 mmol, 2 equ) in DMF (0.3 mL) was added to 3-piperidin-3-ylpentan-3-ol hydrochloride (10 mg, 0.05 mmol) and the reaction mixture was left at rt for 2 h. The solvent was evaporated and the crude product was purified by RP-HPLC. After evaporation of the solvents the product was dried in vacuum to yield the title compound (8 mg). MS (ESI, pos. ion) m/z calcd for C21H28N2O3: 356.2100, found 356.2099.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-4b5f4b2e832f4905a8ca021ae7c2433a
Source noteuspto-grants-2010_02