Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530343Generated: October 27, 2026

Triethylamine → 5-bromo-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-N-((4-isopropyl-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methylbenzamide

https://huagongshe.com/reaction/1530343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPyBOPHCID 2724699—
Reactant3-(aminomethyl)-4-isopropyl-6-methylpyridin-2(1H)-oneHCID 67124337—
Reactant5-bromo-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzoic acidHCID 70872248—
SolventDimethyl SulfoxideHCID 679—
Product5-bromo-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-N-((4-isopropyl-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methylbenzamideHCID 7087249168.9%

Reaction Steps

5-bromo-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzoic acid (2.0 g, 0.0058 mol) was dissolved in DMSO (20 mL) and 3-(aminomethyl)-4-isopropyl-6-methylpyridin-2(1H)-one (2.1 g, 11.7 mmol) and triethyl amine (0.585 g, 5.8 mmol) was added to it. The reaction mixture was stirred at room temperature for 15 min before PyBOP (4.5 g, 8.7 mmol) was added to it and stirring was continued for overnight. After completion of the reaction, the reaction mixture was poured into ice, extracted with 10% MeOH/DCM. Combined organic layers were dried, concentrated to obtain crude; which then purified by solvent washings to afford the title compound (2.0 g, 68.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090562B2
Source datasetuspto-grants-2015_07
ORD IDord-0383d8d9869446d7991a5608dc1506b7
Source noteuspto-grants-2015_07