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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522920Generated: October 30, 2026

Diisopropylethylamine → 3-((4-(3-(4-chloro-2-fluorophenoxy) azetidin-1-yl)-6-methyl-1,3,5-triazin-2-yl)amino)-N-methylbenzamide

https://huagongshe.com/reaction/522920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Amino-N-methylbenzamideHCID 676526—
Reactant2-Chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-6-methyl-1,3,5-triazineHCID 86685257—
SolventIsopropanolHCID 3776—
Product3-((4-(3-(4-chloro-2-fluorophenoxy) azetidin-1-yl)-6-methyl-1,3,5-triazin-2-yl)amino)-N-methylbenzamideHCID 533726086%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-6-methyl-1,3,5-triazine (1.0 g, 3.04 mmol) in Isopropanol (10 mL) was added DIPEA (0.8 mL) and 3-amino-N-methylbenzamide (0.460 g, 3.04 mmol) and the reaction mixture was stirred at 80° C. for 24 h. The reaction mixture was concentrated under reduced pressure and extracted with EtOAc (2×40 mL) and water (2×40 mL). The organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by silica gel column chromatography provided 3-((4-(3-(4-chloro-2-fluorophenoxy) azetidin-1-yl)-6-methyl-1,3,5-triazin-2-yl)amino)-N-methylbenzamide (0.057 g, 6%) as a solid. Observed mass (M+1): 443.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334269B2
Source datasetuspto-grants-2016_05
ORD IDord-eb9ffce00a6c41ed9d9fcd7ec93dfafe
Source noteuspto-grants-2016_05