HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59435985, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | HCID 59436052 | HCID 59436052 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59435985 | HCID 59435985 | — |
Reaction Steps
To a slurry of NaH (252 mg, 6.29 mmol) in THF (20 ml) was added 9-bromo-5-[(2,6-dichloro-4-fluorophenyl)amino]benzo[c]-2,6-naphthyridin-1(2H)-one (950 mg, 2.097 mmol) and the mixture was stirred for 5 min. [2-(Chloromethoxy)ethyl](trimethyl)silane (1.116 ml, 6.29 mmol) was added and the mixture was stirred at room temperature overnight. The solution was quenched with MeOH and concentrated under reduced pressure. The residue was purified by flash chromatography (0-30% ethyl acetate in hexanes) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349865B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-ef8c6a9076c94e449fd5b8099e00276c |
| Source note | uspto-grants-2013_01 |