HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-4,5-Dimethyl-3-(3-methylpiperazin-1-yl)-6-phenylpyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (S)-tert-Butyl 4-(4,5-dimethyl-6-phenylpyridazin-3-yl)-2-methylpiperazine-1-carboxylate | HCID 58359248 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-4,5-Dimethyl-3-(3-methylpiperazin-1-yl)-6-phenylpyridazine | HCID 58359255 | 95.7% |
Reaction Steps
Treat a solution of (S)-tert-butyl 4-(4,5-dimethyl-6-phenylpyridazin-3-yl)-2-methylpiperazine-1-carboxylate (2.93 g, 7.66 mmol) in MeOH (20 mL) with 4 M HCl in 1,4-dioxane (10 mL, 40.0 mmol). Stir the reaction mixture at ambient temperature overnight. Concentrate the reaction mixture under reduced pressure. Dissolve the residue in MeOH, and pour onto an SCX column (Varian, 10 g). Rinse the column with MeOH. Elute the desired product with 2M NH3/MeOH. Concentrate under reduced pressure to afford the title compound (2.07 g, 95%). ES/MS m/z 283.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445493B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-ee5469865a50457f97c64a2025638dc5 |
| Source note | uspto-grants-2013_05 |