HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorophenol → 3-(5-Amino-4-{3-[2-(4-chloro-phenoxy)-ethoxy]-benzoyl}-pyrazol-1-yl)-N-cyclopropyl-4-methyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-{5-Amino-4-[3-(2-bromo-ethoxy)-benzoyl]-pyrazol-1-yl}-N-cyclopropyl-4-methylbenzamide | HCID 58088946 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(5-Amino-4-{3-[2-(4-chloro-phenoxy)-ethoxy]-benzoyl}-pyrazol-1-yl)-N-cyclopropyl-4-methyl-benzamide | HCID 58088959 | 38% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a stirred solution of 3-{5-amino-4-[3-(2-bromoethoxy)-benzoyl]-pyrazol-1-yl}-N-cyclopropyl-4-methyl-benzamide (24 mg, 0.05 mmol) and 4-chlorophenol (128 mg, 1 mmol) in DMF (1 mL), was added K2CO3 (138 mg, 1 mmol) and the mixture was stirred at 100° C. for 2 h. The mixture was cooled and the solids were filtered off. The filtrated was concentrated and purified by preparatory HPLC, to provide the product as a beige solid (10 mg, 38%). HPLC (4 minute 10-90 gradient) tR 2.77 min; MS m/z 531.21 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580838B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-d34d6e56dedd4b2683a34f5c880c8e98 |
| Source note | uspto-grants-2013_11 |