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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374926Generated: October 26, 2026

1H-1,2,4-Triazole → 7-(3-furyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine

https://huagongshe.com/reaction/2374926

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-1,2,4-TriazoleHCID 9257—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)-3-furamideHCID 58711927—
SolventPyridineHCID 1049—
Product7-(3-furyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amineHCID 1122275051%

Reaction Steps

In a similar manner as described for Example 9, N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)-3-furamide (Intermediate 37) (211 mg, 0.53 mmol), and 1,2,4-triazole (220 mg, 3.18 mmol) in pyridine (4 mL) and phosphorous oxychloride (0.15 mL, 1.60 mmol) gave 7-(3-furyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (102 mg, 51%) as a yellow solid. 1H NMR (CDCl3): δ8.78 (s, 1H), 8.56 (s, 1H), 7.52 (t, J=1.65 Hz, 1H), 7.20 (d, J=1.65, 1H), 6.87 (s, 2H), 6.82 (s, 1H), 3.90 (s, 6H), 3.87 (s, 3H), 2.60 (s, 3H). MS m/z 381 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462614B2
Source datasetuspto-grants-2008_12
ORD IDord-3062ff4e681143b28bf270e847a923df
Source noteuspto-grants-2008_12