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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732990Generated: October 30, 2026

2-(Bromomethyl)-1-methoxy-4-nitrobenzene → 7-(2-Furyl)-3-(2-methoxy-5-nitrobenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine

https://huagongshe.com/reaction/732990

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Bromomethyl)-1-methoxy-4-nitrobenzeneHCID 77516—
ReactantHCID 178508305HCID 178508305—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product7-(2-Furyl)-3-(2-methoxy-5-nitrobenzyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amineHCID 2187453225.3%

Reaction Steps

A solution of 7-(2-furyl)-1H-[1,2,3]triazolo[4,5-d]pyrimidine-5-amine (606 mg, 3 mmol) in DMF (5 mL) at 0° C., was treated with CsCO3 (977 mg, 3 mmol), stirred for 1 h, treated with 2-methoxy-5-nitrobenzyl bromide (738 mg, 3 mmol) and stirred at room temperature for 1 h. The reaction mixture was diluted with water (10 mL), filtered and the resulting solid purified by chromatography [SiO2; EtOAc:Heptane (2:1)] to give the title compound (279 mg, 25%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589097B2
Source datasetuspto-grants-2009_09
ORD IDord-a8060b0ee1ea47039f7907c49fb68406
Source noteuspto-grants-2009_09