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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522909Generated: October 29, 2026

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

https://huagongshe.com/reaction/522909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Amino-N-methylbenzamideHCID 676526—
Reactant2-Chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazineHCID 86685256—
SolventIsopropanolHCID 3776—
Product3-(4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazin-2-ylamino)-N-methylbenzamideHCID 5337169153%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazine (0.800 g, 2.54 mmol) in Isopropanol (8 mL) was added DIPEA (0.7 mL, 3.81 mmol) and 3-amino-N-methylbenzamide (0.382 g, 2.54 mmol) and the reaction mixture was stirred at 80° C. for 24 h. The mixture was concentrated under reduced pressure and extracted with EtOAc (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 to obtain 3-(4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazin-2-ylamino)-N-methylbenzamide (0.527 g, 53%) as a solid. Observed mass (M+1): 428.9

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334269B2
Source datasetuspto-grants-2016_05
ORD IDord-853735f6ddee47d6a849f5e942536827
Source noteuspto-grants-2016_05