HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Phenoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenolate Sodium | HCID 4445035 | — |
| Reactant | 6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide | HCID 86650794 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 6-Phenoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine | HCID 58136966 | 20.9% |
Reaction Steps
6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.001; 200 mg) were initially charged dissolved in NMP (4 ml). Thereafter, sodium phenoxide (185 mg) was introduced at RT. After stirring at RT for one hour, the reaction was completed by heating to 55° C. for 2 h. Subsequently, the mixture was admixed with water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate and, after the desiccant had been filtered off, dried under reduced pressure. The crude product was purified using silica gel with a dichloromethane/methanol gradient. 38 mg of the title compound were obtained in solid form. LC-MS rt: 0.80 min [M+H]+: 228.1 (met. a)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198272B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-4c8652fcf6c440eda84b91f98c30781c |
| Source note | uspto-grants-2012_06 |