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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446266Generated: October 27, 2026

Diisopropylethylamine → 3-(4-Fluorophenyl)-1-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}pyrrolidin-3-ol

https://huagongshe.com/reaction/1446266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(4-Fluorophenyl)pyrrolidin-3-ol hydrochlorideHCID 200556—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5-(p-Tolyl)isoxazole-4-carboxylic acidHCID 22831706—
SolventDimethylformamideHCID 6228—
Product3-(4-Fluorophenyl)-1-{[5-(4-methylphenyl)isoxazol-4-yl]carbonyl}pyrrolidin-3-olHCID 5917015881.9%

Reaction Steps

A solution of 5-(4-methylphenyl)isoxazole-4-carboxylic acid (20 mg, 0.1 mmol), TBTU (39 mg, 0.12 mmol, 1,2 equ.) and N-ethyl-N-isopropylpropan-2-amine (35 μL, 0.2 mmol, 2 equ) in DMF (1 mL) was added to 3-(4-fluorophenyl)pyrrolidin-3-ol hydrochloride (22 mg, 0.1 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 (30 mg). MS (ESI, pos. ion) m/z calcd for C21H19FN2O3: 366.1380, found 366.1380.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-ca680add4033459f9bd46f1d710f1c70
Source noteuspto-grants-2010_02