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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374971Generated: October 29, 2026

Phosphorus oxychloride → 7-(3-bromo-2-thienyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine

https://huagongshe.com/reaction/2374971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3-bromo-N-[1-(3-{[4-(methyloxy)phenyl]amino}1,2,4-triazin-6-yl)ethyl]-2-thiophenecarboxamideHCID 58711983—
Solvent1,2-DichloroethaneHCID 11—
Product7-(3-bromo-2-thienyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amineHCID 1177436222.7%

Reaction Steps

Applying the Cyclization Procedure 1, using 3-bromo-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-2-thiophenecarboxamide (Intermediate 49) (159 mg, 0.37 mmol), 1,2-dichloroethane (7.3 mL) and phosphorus oxychloride (0.273 mL, 2.93 mmol), to afford 7-(3-bromo-2-thienyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (35 mg) as a yellow solid. MS m/z 416/418 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462614B2
Source datasetuspto-grants-2008_12
ORD IDord-ec22ffacb55f40759b4db80b6356330c
Source noteuspto-grants-2008_12