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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | 5-Methyl-3-phenyl-pyrrolidin-3-ol | HCID 3051395 | — |
| Reactant | 3-(4-Methoxyphenyl)-1H-pyrazole-4-carboxylic acid | HCID 3782278 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-{[5-(4-methoxyphenyl)-1H-pyrazol-4-yl]carbonyl}-5-methyl-3-phenylpyrrolidin-3-ol | HCID 59170100 | 15.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666888B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-fffac76fcd7a4724a38d69f31ce1532f |
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| Source note | uspto-grants-2010_02 |
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