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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446276Generated: October 27, 2026

Diisopropylethylamine → 1-[(5-Benzylisoxazol-4-yl)carbonyl]-3-phenylpyrrolidin-3-ol

https://huagongshe.com/reaction/1446276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Phenylpyrrolidin-3-ol hydrochlorideHCID 200280—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5-Benzyl-4-isoxazolecarboxylic acidHCID 14787252—
SolventDimethylformamideHCID 6228—
Product1-[(5-Benzylisoxazol-4-yl)carbonyl]-3-phenylpyrrolidin-3-olHCID 5917011823%

Reaction Steps

A solution of 5-benzylisoxazole-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, 0.10 mmol, 2 equ) in DMF (0.3 mL) was added to 3-phenylpyrrolidin-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 (4 mg). MS (ESI, pos. ion) m/z calcd for C21H20N2O3: 348.1474, found 348.1481.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-500eb554a7344b95aba94592e2179daf
Source noteuspto-grants-2010_02