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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678739Generated: October 27, 2026

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

https://huagongshe.com/reaction/1678739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrimethyl orthoformateHCID 9005—
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]9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridineHCID 59472881—

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, 1.6 g, 4.2 mmol) and toluenesulfonic acid monohydrate (79 mg, 0.4 mmol) in 3:1 toluene:MeOH (16 mL) was added trimethyl orthoformate (0.58 mL, 12.5 mmol). The mixture was heated to 100° C. in a microwave reactor for 1 hr. 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: 395.1. Found 395.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008317B2
Source datasetuspto-grants-2011_08
ORD IDord-d0519a28af8140cc8cda374f97c44c00
Source noteuspto-grants-2011_08