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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374985Generated: October 30, 2026

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

https://huagongshe.com/reaction/2374985

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-2-carboxamideHCID 58711979—
SolventPyridineHCID 1049—
Product5-methyl-7-(1-methyl-1H-indol-2-yl)-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amineHCID 113265907.5%

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-2-carboxamide (Intermediate 56) (151 mg, 0.38 mmol), pyridine (3.7 mL), 1,2,4 triazole (78 mg, 1.13 mmol) and phosphorus oxychloride (0.052+0.052 mL, 1.12 mmol), to afford 5-methyl-7-(1-methyl-1H-indol-2-yl)-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (11 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-7ec402ad69284989a2223c5dc1b2cc35
Source noteuspto-grants-2008_12