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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374869Generated: October 25, 2026

Phosphorus oxychloride → 7-(2-bromophenyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine

https://huagongshe.com/reaction/2374869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-bromo-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamideHCID 58712005—
Solvent1,2-DichloroethaneHCID 11—
Product7-(2-bromophenyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amineHCID 112943481.6%

Reaction Steps

In a similar manner as described for Example 1, 2-bromo-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (Intermediate 12) (0.45 g, 0.92 mmol) in 1,2-dichloroethane (20 mL) and phosphorus oxychloride (0.69 mL, 7.4 mmol) gave 7-(2-bromophenyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (0.0069 g) as a yellow solid. 1H NMR (CDCl3): δ8.85 (s, 1H), 7.67 (d, J=7.9 Hz, 1H), 7.58 (dd, J=7.6, 1.4 Hz, 1H), 7.44 (dd, J=7.7, 7.3 Hz, 1H), 7.35 (ddd, J=7.9, 7.7, 1.4 Hz, 1H), 6.99 (s, 1H), 6.83 (s, 2H), 3.78 (s, 3H), 3.62 (s, 6H), 2.64 (s, 3H). MS m/z 470, 472 (M+1, M+3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462614B2
Source datasetuspto-grants-2008_12
ORD IDord-59526920c1a641a5aca8ccbf95b2011d
Source noteuspto-grants-2008_12