HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 6-(3-chloro-2-fluorobenzyl)-2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 1-(Bromomethyl)-2-chloro-3-fluorobenzene | HCID 44782644 | — |
| Reactant | 2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one | HCID 57405264 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-(3-chloro-2-fluorobenzyl)-2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one | HCID 68007598 | — |
Reaction Steps
A solution of 2-((3-fluorobenzyl)oxy)-7,8-dihydro-1,6-naphthyridin-5(6H)-one (20 mg, 0.05 mmol, prepared above as in Example 1.1) in DMSO (1 mL) was treated with 3-fluoro-2-chlorobenzyl bromide (20 mg 0.12 mmol) and KOtBu (20 mg, 0.18 mmol). The reaction mixture was stirred at RT overnight and then purified directly by RP-HPLC to give indicated compound. LC-MS (M+H)=415.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853237B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-6b24a47449dc4c3580d74a7f258d13eb |
| Source note | uspto-grants-2014_10 |