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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446283Generated: November 1, 2026

Diisopropylethylamine → 2-((3R)-1-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)propan-2-ol

https://huagongshe.com/reaction/1446283

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—
Reactant(R)-2-(piperidin-3-yl)propan-2-ol hydrochlorideHCID 68537144—
SolventDimethylformamideHCID 6228—
Product2-((3R)-1-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)propan-2-olHCID 5917015770.3%

Reaction Steps

A solution of 2-[(3R)-piperidin-3-yl]propan-2-ol hydrochloride (7 mg, 0.039 mmol), TBTU (15 mg, 0.047 mmol, 1.2 equ.) and N-ethyl-N-isopropylpropan-2-amine (14 μL, 0.079 mmol, 2 equ.) in DMF (0.3 mL) was added to 5-(4-methylphenyl)isoxazole-4-carboxylic acid (8 mg, 0.039 mmol) and the reaction mixture was stirred 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 (9 mg). MS (ESI, pos. ion) m/z calcd for C19H24N2O3: 328.1787, found 328.1784.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-e6ad90f6e96a4a8ebe32cbdcaa187049
Source noteuspto-grants-2010_02