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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221991Generated: November 3, 2026

Ethyl Acetate → N3,N3-dimethyl-1-{4-[9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]phenyl}-1,3-cyclobutanediamine

https://huagongshe.com/reaction/221991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium HydroxideHCID 14797—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 44556132HCID 44556132—
SolventEthanolHCID 702—
SolventSodium chloride; waterHCID 57417360—
ProductN3,N3-dimethyl-1-{4-[9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]phenyl}-1,3-cyclobutanediamineHCID 58229893—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of N-(3-(dimethylamino)-1-{-4-[9-phenyl-3-(2-pyrimidinyl)[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]phenyl}cyclobutyl)-2,2,2-trifluoroacetamide (4-4) (10 mg, 0.016 mmol) in EtOH (1.0 mL) was added KOH (1M in water, 0.1 mL, 0.10 mmol), and the mixture was heated under microwave irradiation at 100° C. for 40 minutes. To the mixture was added EtOAc, sat. NaHCO3, and brine. The resulting solid was collected by filtration to give N3,N3-dimethyl-1-{4-[9-phenyl-3-(2-pyrimidinyl)-[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]phenyl}-1,3-cyclobutanediamine (4-5) as colorless solid. HRMS (M+H)+: observed=513.2515, calculated=513.2510.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207169B2
Source datasetuspto-grants-2012_06
ORD IDord-66166fe6923842d8aa321087cc9d6a64
Source noteuspto-grants-2012_06