HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-bis(Benzyloxy)-6-{2-[3-chloro-4-(trifluoromethyl)phenyl]-ethynyl}pyridazine → 3,4-Bis(benzyloxy)-6-((3-chloro-4-(trifluoromethyl)phenyl)ethyl)-pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-bis(Benzyloxy)-6-{2-[3-chloro-4-(trifluoromethyl)phenyl]-ethynyl}pyridazine | HCID 71270162 | — |
| Reactant | 3-Hydroxy-6-(2-Phenylethyl)pyridazin-4(1h)-One | HCID 178518808 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,4-Bis(benzyloxy)-6-((3-chloro-4-(trifluoromethyl)phenyl)ethyl)-pyridazine | HCID 71270532 | 17% |
Reaction Steps
Prepared as described for 4-hydroxy-6-(2-phenylethyl)pyridazin-3(2H)-one (Example 1) from 3,4-bis(benzyloxy)-6-{2-[3-chloro-4-(trifluoromethyl)phenyl]-ethynyl}pyridazine (Intermediate 75) except that THF was used as the solvent. The crude product was purified by reverse phase chromatography (eluting with 5-100% acetonitrile in water with acid modifier) to give a pale yellow solid. The solid was recrystallised from a mixture of methyl tert-butyl ether and ethyl acetate to afford 3,4-bis(benzyloxy)-6-((3-chloro-4-(trifluoromethyl)phenyl)ethyl)-pyridazine as a white solid (0.182 g, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290456B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-5e7c3815ec7a4862a15be378816021dc |
| Source note | uspto-grants-2016_03 |