HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-chloro-6-methylbenzo[c][2,7]naphthyridin-5(6H)-one → Tert-butyl(2,4-dimethyl-1-((6-methyl-5-oxo-5,6-dihydrobenzo[c][2,7]naphthyridin-8-yl)oxy)pentan-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-chloro-6-methylbenzo[c][2,7]naphthyridin-5(6H)-one | HCID 86710305 | — |
| Reactant | tert-butyl N-(1-hydroxy-2,4-dimethylpentan-2-yl)carbamate | HCID 86710368 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Tert-butyl(2,4-dimethyl-1-((6-methyl-5-oxo-5,6-dihydrobenzo[c][2,7]naphthyridin-8-yl)oxy)pentan-2-yl)carbamate | HCID 73213522 | 111.3% |
Reaction Steps
8-Chloro-6-methylbenzo[c][2,7]naphthyridin-5(6H)-one (0.15 g, 0.613 mmol), prepared as described in Example 2, Part C, and tert-butyl (1-hydroxy-2,4-dimethylpentan-2-yl)carbamate (0.284 g, 1.226 mmol) were subjected to ether synthesis as described in Example 2, Part D, to afford tert-butyl(2,4-dimethyl-1-((6-methyl-5-oxo-5,6-dihydrobenzo[c][2,7]naphthyridin-8-yl)oxy)pentan-2-yl)carbamate (0.3 g, 28% yield) as pale yellow solid. LC/MS (ESI) m/e 440.2 [(M+H)+, calcd for C25H34N3O4 440.2]; LC/MS retention time (method C): tR=2.67 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901305B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-93c83a7cc4dc4737ad52428c583c3161 |
| Source note | uspto-grants-2014_12 |