Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029232Generated: October 26, 2026

2-(Ethylamino)ethanol → N-(4-(8-((Ethyl(2-hydroxyethyl)amino)methyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide

https://huagongshe.com/reaction/1029232

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Ethylamino)ethanolHCID 8072—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(4-(8-(Hydroxymethyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamideHCID 58168103—
SolventDichloromethaneHCID 6344—
ProductN-(4-(8-((Ethyl(2-hydroxyethyl)amino)methyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamideHCID 4420550819.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-b1ca37c8d9f547c2acc600e1106c33ff
Source noteuspto-grants-2014_05