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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374981Generated: October 25, 2026

1H-1,2,4-Triazole → 5-methyl-7-(1-methyl-1H-indol-3-yl)-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine

https://huagongshe.com/reaction/2374981

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-1,2,4-TriazoleHCID 9257—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1-methyl-N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]-1H-indole-3-carboxamideHCID 58711929—
SolventPyridineHCID 1049—
Product5-methyl-7-(1-methyl-1H-indol-3-yl)-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amineHCID 1148592854%

Reaction Steps

Applying the Cyclization Procedure 2, using 1-methyl-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-1H-indole-3-carboxamide (Intermediate 54) (107 mg, 0.26 mmol), pyridine (2.65 mL), 1,2,4 triazole (55 mg, 0.80 mmol) and phosphorus oxychloride (0.037+0.010 mL, 0.50 mmol), to afford 5-methyl-7-(1-methyl-1H-indol-3-yl)-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (54 mg) as a yellow solid. MS m/z 385 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462614B2
Source datasetuspto-grants-2008_12
ORD IDord-9bdd91c11d7445b297a8bc0069cb8e11
Source noteuspto-grants-2008_12