HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-Ethyl-7,8-dihydro-3H-pyrazolo[4',3':5,6]pyrido[3,4-d]pyridazine-6,9-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Ethyl-1H-pyrazolo[3,4-b]pyridine-4,5-dicarboxylic acid | HCID 18354323 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Ethyl-7,8-dihydro-3H-pyrazolo[4',3':5,6]pyrido[3,4-d]pyridazine-6,9-dione | HCID 10988088 | — |
Reaction Steps
An alternative method could be used by starting with 1-ethyl-1H-pyrazolo[3,4-b]pyridine-4,5-dicarboxylic acid. The diacid was dissolved in anhydrous THF with EDAC.HCl (1.2 eq), HOBT (1.2 eq), and triethylamine (5.0 eq). To this solution was added anhydrous hydrazine (2.0 eq). The resulting solution was stirred at rt for 5 h and then diluted with water. The precipitated solid was collected by filtration to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06316438B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-2cba928d48a94f33903ca38741afb7d2 |
| Source note | uspto-grants-2001_11 |