Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968850Generated: October 30, 2026

2,4,6-Trimethylbenzylamine → 3-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-N-(2,4,6-trimethyl-benzyl)-benzamide

https://huagongshe.com/reaction/1968850

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4,6-TrimethylbenzylamineHCID 458433—
Reactant3-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-benzoyl chlorideHCID 58625157—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product3-(2-Amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-N-(2,4,6-trimethyl-benzyl)-benzamideHCID 58625130—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 3-(2-amino-3-propyl-3,4-dihydro-quinazolin-6-yloxy)-benzoyl chloride (0.0008 mol) in DCM (20 mL) was stirred at 0° C. and 2,4,6-trimethylbenzylamine (0.0013 mol) was added. Then TEA (q.s.) was added, and the reaction mixture was stirred at room temperature. The mixture was stirred in H2O and the organic layer was separated. The remaining layer was washed again with H2O, then the organic layer was separated, dried, and-filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (gradient eluent: CH2Cl2:(CH3OH:NH3)). The purest product fractions were collected, and the solvent was evaporated. The residue was triturated under diisopropyl ether:CH3CN, and then the resulting solids were filtered off and dried to yield the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426429B2
Source datasetuspto-grants-2013_04
ORD IDord-a760a077c2f44c988275ad6b9054854f
Source noteuspto-grants-2013_04