HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Ethylamino)ethanol → N-(4-(8-((Ethyl(2-hydroxyethyl)amino)methyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Ethylamino)ethanol | HCID 8072 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(4-(8-(Hydroxymethyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide | HCID 58168103 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-(8-((Ethyl(2-hydroxyethyl)amino)methyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide | HCID 44205508 | 19.7% |
Reaction Steps
DIEA (0.03 mL, 0.19 mmol) and methanesulfonyl chloride (0.01 mL, 0.09 mmol) were added to a solution of 273 (27 mg, 0.06 mmol) in CH2Cl2 and stirred for 2 h at room temperature. 2-(Ethylamino)ethanol (17 mg, 0.19 mmol) was added, and the reaction mixture was stirred for 1 h. The crude product was purified directly via HP-LC to provide 274 (6 mg, 16% yield) as a solid. LC-MS (M+H=508, obsd.=508).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735584B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-b1ca37c8d9f547c2acc600e1106c33ff |
| Source note | uspto-grants-2014_05 |