HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 118005853, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Azetidine | HCID 10422 | — |
| Reactant | 3-(4-(1H-pyrazol-1-yl)benzyl)-6-bromo-2,4-dichloroquinoline | HCID 86715594 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 118005853 | HCID 118005853 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
3-(4-(1H-Pyrazol-1-yl)benzyl)-6-bromo-2,4-dichloroquinoline (2.50 g, 5.77 mmol, Intermediate 4: step c), azetidine (988 mg, 17.3 mmol), and DMF (30 mL) were combined in a reaction tube, then sealed and heated to 100° C. and maintained at that temperature overnight. The vessel was then cooled and contents were transferred to a separatory funnel with EtOAc dilution, then extracted three times with deionized water. The organic phase was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography (silica gel, 0-20% hexane/ethyl acetate) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221804B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-150a2965300b480d874b3478d009dbe7 |
| Source note | uspto-grants-2015_12 |