HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroxylamine → 4,5-Dimethyl-3-(5-methyl-[1,2,4]oxadiazol-3-yl-methyl)-6-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4,5-Dimethyl-6-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-pyridazin-3-yl-acetonitrile | HCID 59191484 | — |
| Solvent | 1,1-Dimethoxyethyl(dimethyl)amine | HCID 87835 | — |
| Product | 4,5-Dimethyl-3-(5-methyl-[1,2,4]oxadiazol-3-yl-methyl)-6-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-pyridazine | HCID 59191567 | 45% |
Reaction Steps
4,5-Dimethyl-6-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-pyridazin-3-yl-acetonitrile (120 mg, 0.32 mmol) is combined with hydroxyl amine (63 mg, 0.96 mmol) and THF (2 mL). The reaction mixture is heated to reflux for 3 it Concentrate the reaction and redissolve the residue in dimethylacetamide dimethylacetal (500 μL). Heat this solution for 16 h at reflux. Concentrate the resulting mixture in vacuo. The residue is purified by flash chromatography on silica gel (MeOH/CH2Cl2) to afford the title compound (62.3 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481542B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-82b5ba3f6e624fc0a9495424895b1e34 |
| Source note | uspto-grants-2013_07 |