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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678742Generated: October 31, 2026

Toluene → 8-[4-(1,3-Dioxolan-2-yl)phenyl]-3-methyl-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridine

https://huagongshe.com/reaction/1678742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrimethyl orthoacetateHCID 15050—
Reactant2-Methylbenzenesulfonic acid hydrateHCID 12496995—
Reactant2-[4-(1,3-dioxolan-2-yl)phenyl]-5-hydrazinyl-3-phenyl-1,6-NaphthyridineHCID 59472924—
SolventMethanolHCID 887—
Product8-[4-(1,3-Dioxolan-2-yl)phenyl]-3-methyl-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridineHCID 59472961—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of [2-(4-[1,3]dioxolan-2-yl-phenyl)-3-phenyl-[1,6]naphthyridin-5-yl]-hydrazine (3-4, 0.35 g, 0.91 mmol) and toluenesulfonic acid monohydrate (17 mg, 0.09 mmol) in 3:1 toluene:MeOH (4 mL) was added trimethyl orthoacetate (0.157 mL, 1.23 mmol). The mixture was heated to 100° C. in a microwave reactor for 75 min. The reaction mixture was then concentrated in vacuo. The solid was collected and dried with toluene azeotropically to give the title compound which was used for next step without further purification. LRMS m/z (M+1) Calcd: 409.2. Found 409.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008317B2
Source datasetuspto-grants-2011_08
ORD IDord-2002d4ccd8a34f0f8ddcb794fe18c7d3
Source noteuspto-grants-2011_08