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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446344Generated: November 2, 2026

Pyridine → 1-{[5-(4-fluorophenyl)-1H-pyrazol-4-yl]carbonyl}-5-methyl-3-phenylpyrrolidin-3-ol

https://huagongshe.com/reaction/1446344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5-Methyl-3-phenyl-pyrrolidin-3-olHCID 3051395—
Reactant3-(4-fluorophenyl)-1H-pyrazole-4-carboxylic acidHCID 3465472—
SolventDimethylformamideHCID 6228—
Product1-{[5-(4-fluorophenyl)-1H-pyrazol-4-yl]carbonyl}-5-methyl-3-phenylpyrrolidin-3-olHCID 5917015920.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

Pyridine (13 μL, 0.16 mmol, 4 equ.) was added to a solution of 5-(4-fluorophenyl)-1H-pyrazole-4-carboxylic acid (8 mg, 0.04 mmol), 5-methyl-3-phenylpyrrolidin-3-ol (7 mg, 0.04 mmol) and TBTU (15 mg, 0.048 mmol, 1.2 equ.) in DMF (0.3 mL) at rt. The reaction mixture was stirred at 60° C. overnight. The crude product was purified by RP-HPLC. After evaporation of the solvents the product was dried in vacuum to yield the title compound (3 mg). MS (ESI, pos. ion) m/z: calcd for C21H20FN3O2: 365.1540, found 365.1541.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-f7220aeeddea4bdaa05c08db8d04df47
Source noteuspto-grants-2010_02