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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446345Generated: November 1, 2026

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

https://huagongshe.com/reaction/1446345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant5-Methyl-3-phenyl-pyrrolidin-3-olHCID 3051395—
Reactant3-(4-Methoxyphenyl)-1H-pyrazole-4-carboxylic acidHCID 3782278—
SolventDimethylformamideHCID 6228—
Product1-{[5-(4-methoxyphenyl)-1H-pyrazol-4-yl]carbonyl}-5-methyl-3-phenylpyrrolidin-3-olHCID 5917010015.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 5-methyl-3-phenylpyrrolidin-3-ol (9 mg, 0.05 mmol) and triethylamine (28 μL, 0.2 mmol, 4 equ.) in DMF (0.2 mL) was added to a solution of 5-(4-methoxyphenyl)-1H-pyrazole-4-carboxylic acid (11 mg, 0.05 mmol, 1.2 equ.) and 1-propanephosphonic acid cyclic anhydride (70 μL, 0.115 mmol, 2.3 equ., 50% solution in ethyl acetate) in DMF (0.1 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 C22H23N3O3: 377.1739, found 377.1739.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-fffac76fcd7a4724a38d69f31ce1532f
Source noteuspto-grants-2010_02