HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromoaniline → Ethyl 4'-[(5-Ethylpyrazolo[1,5-a]pyrimidine-7-yl)amino]biphenyl-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | Ethyl 2-bromobenzoate | HCID 80186 | — |
| Reactant | 7-Chloro-5-ethylpyrazolo[1,5-a]pyrimidine | HCID 10535410 | — |
| Reactant | Ethyl 4'-amino-biphenyl-2-carboxylate | HCID 19975704 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 4'-[(5-Ethylpyrazolo[1,5-a]pyrimidine-7-yl)amino]biphenyl-2-carboxylate | HCID 19975762 | — |
Reaction Steps
A solution of 800 mg (4.4 mmol) 7-chloro-5-ethylpyrazolo[1,5-a]pyrimidine (Example 1, Step B) and 1.0 g (4.1 mmol) ethyl 4'-amino-biphenyl-2-carboxylate (prepared from protected 4-bromoaniline and ethyl 2-bromobenzoate by the method of J. C. Adrian, Jr., C. S. Wilcox, J. Am. Chem. Soc. 1989, 111, 8055) in 40 ml dry ethanol was heated with reflux for 5 h. After cooling to room temperature pale yellow crystals of the title compound precipitated, which were filtered by suction and recrystallized from ethanol, m.p. 223°-225° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05571813 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-75783256538347ccb8f9429323bfb9f1 |
| Source note | uspto-grants-1996_11 |