HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251368Generated: October 25, 2026
Potassium Carbonate → {3-[5-Amino-1-(5-cyclopropylcarbamoyl-2-methyl-phenyl)-1H-pyrazole-4-carbonyl]-phenoxy}-acetic acid
https://huagongshe.com/reaction/251368
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl chloroacetate | HCID 66052 | — |
| Reactant | 3-[5-amino-4-(3-hydroxy-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methylbenzamide | HCID 11245836 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {3-[5-Amino-1-(5-cyclopropylcarbamoyl-2-methyl-phenyl)-1H-pyrazole-4-carbonyl]-phenoxy}-acetic acid | HCID 58088941 | 30.4% |
Reaction Steps
To a stirred solution of 3-[5-amino-4-(3-hydroxy-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methylbenzamide (400 mg, 1.06 mmol) and t-butyl chloroacetate (319 mg, 2.12 mmol) in DMF (20 mL) was added K2CO3 (292 mg, 2.12 mmol) and the mixture was heated at 100° C. overnight. The solvent was removed, and the residue was suspended in EtOAc, washed by water, brine, dried over Na2SO4, and concentrated. The crude product was purified by column chromatography on silica gel (EtOAc:Hexane=3:1) to provide the product as a light yellow oil (140 mg, 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07863314B2 |
|---|
| Source dataset | uspto-grants-2011_01 |
|---|
| ORD ID | ord-8547416d67284b4798cdf7b14faa8336 |
|---|
| Source note | uspto-grants-2011_01 |
|---|