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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485658Generated: October 25, 2026

Diisopropylethylamine → HCID 90101730, compound

https://huagongshe.com/reaction/1485658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(aminomethyl)-2-chlorophenol hydrobromideHCID 67045534—
ReactantTert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoateHCID 86652471—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90101730HCID 9010173097.3%

Reaction Steps

To a 100 mL round-bottom flask equipped with a stir bar was added 4-(aminomethyl)-2-chlorophenol hydrobromide (1.34 g, 5.63 mmol), tert-butyl 4-((4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate (3.00 g, 5.63 mmol) and THF (28 mL). To the solution was added N,N-diisopropylethylamine (2.95 ml, 16.9 mmol). The mixture was stirred at room temperature for 3 days. The mixture was concentrated in vacuo and the resulting residue was subjected to C18 chromatography (water:methanol 1:1 to methanol) to afford tert-butyl 4-((4-((3-chloro-4-hydroxybenzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate as a colorless solid (2.88 g, 90%). MS m/z=526.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422311B2
Source datasetuspto-grants-2016_08
ORD IDord-364bf44a845f49ebaa4f4a1d7545cc11
Source noteuspto-grants-2016_08