HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → HCID 178438024, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 178438025 | HCID 178438025 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 178438024 | HCID 178438024 | 66% |
Reaction Steps
To a suspension of 3-ethyl-6-(3-fluoro-4-hydroxy-phenyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (0.25 g, 0.83 mmol), tert-butyl piperazine-1-carboxylate (0.17 g, 0.91 mmol), 1-hydroxybenzotriazole (0.11 g, 0.83 mmol), and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.16 g, 0.83 mmol) in anhydrous tetrahydrofurane (5 ml) was added dry N,N-dimethylacetamide (2 ml). The reaction mixture was stirred at room temperature under nitrogen overnight. A solution of saturated sodium hydrogen carbonate was then added, the resulting precipitate was filtered off to afford the title compound (0.25 g, 66%) as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686150B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-f583e3d6d5e743d0ad5953119993bbb0 |
| Source note | uspto-grants-2014_04 |