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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446343Generated: November 2, 2026

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

https://huagongshe.com/reaction/1446343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5-Methyl-3-phenyl-pyrrolidin-3-olHCID 3051395—
Reactant3-(4-chlorophenyl)-1H-pyrazole-4-carboxylic acidHCID 12189266—
SolventDimethylformamideHCID 6228—
Product1-{[5-(4-chlorophenyl)-1H-pyrazol-4-yl]carbonyl}-5-methyl-3-phenylpyrrolidin-3-olHCID 5917005726.2%

Reaction Steps

N-ethyl-N-isopropylpropan-2-amine (14 μL, 0.04 mmol) was added to a solution of 5-(4-chlorophenyl)-1H-pyrazole-4-carboxylic acid (11 mg, 0.048 mmol, 1.2 equ.), 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 left at rt for 2 h. 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 C21H20ClN3O2: 381.1244, found 381.1243.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-6d88637c99a54122b110e38010cb4b05
Source noteuspto-grants-2010_02