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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Trimethyl orthoacetate | HCID 15050 | — |
| Reactant | 2-Methylbenzenesulfonic acid hydrate | HCID 12496995 | — |
| Reactant | 2-[4-(1,3-dioxolan-2-yl)phenyl]-5-hydrazinyl-3-phenyl-1,6-Naphthyridine | HCID 59472924 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 8-[4-(1,3-Dioxolan-2-yl)phenyl]-3-methyl-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridine | HCID 59472961 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008317B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-2002d4ccd8a34f0f8ddcb794fe18c7d3 |
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| Source note | uspto-grants-2011_08 |
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