HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 22240218, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) | HCID 2734660 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | 5-Chloro-3-(2-methylimidazol-1-ylmethyl)-pyridazine | HCID 11789025 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22240218 | HCID 22240218 | 86.7% |
Reaction Steps
5-Chloro-3-(2-methyl-imidazol-1-yl-methyl)-pyridazine (0.07 g, 0.34 mmol), 3-chloro-4-fluorophenylboronic acid (0.076 g, 0.44 mmol), K2CO3 (0.09 g, 0.67 mmol) and tetrakis(triphenylphosphine)palladium (0.04 g, 0.034 mmol) were mixed and degassed dioxane (1.4 ml) was added. The mixture was refluxed for 44 hours and the solvent was removed in vacuo. The residue was taken in MeCl2, filtrated and the filtrate was concentrated in vacuo. The residue was chromatographed over silica gel (CH2Cl2—MeOH 98:02) to provide a white foam which was dissolved in MeOH (2 ml). HCl-Et2O was added to provide 5-(3-chloro-4-fluoro-phenyl)-3-(2-methyl-imidazol-1-yl-methyl)-pyridazine hydrochloride (0.1 g, 77%) as an offwhite solid, MS: m/e=302.7 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07005432B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-6106e19b7deb486bafe95517f7510166 |
| Source note | uspto-grants-2006_02 |