HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (R)-Methyl 5-(4-(6-benzyl-4,5-dimethylpyridazin-3-yl)-2-methylpiperazin-1-yl)pyrazine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 5-chloropyrazine-2-carboxylate | HCID 406081 | — |
| Reactant | (R)-3-Benzyl-4,5-dimethyl-6-(3-methylpiperazin-1-yl)pyridazine | HCID 59191647 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-Methyl 5-(4-(6-benzyl-4,5-dimethylpyridazin-3-yl)-2-methylpiperazin-1-yl)pyrazine-2-carboxylate | HCID 59191561 | 76% |
Reaction Steps
A mixture of compound 47 (6.0 g, 20.27 mmol), 5-chloropyrazine-2-carboxylic acid methyl ester (5.3 g, 30.30 mmol), Et3N (6.2 g, 60.60 mmol) and dioxane (100 mL) is heated to reflux overnight. Solvent is removed. Saturated NH4Cl solution is added and extracted with EtOAc. The organic layer is concentrated to afford the crude product that is purified by chromatography on silica gel (EtOAc/heptane: 50%˜100%) to give the title compound (6.6 g, 76%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409871B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-77f384bffdb143df97a1405d91bc08ae |
| Source note | uspto-grants-2016_08 |