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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959652Generated: October 30, 2026

2-Amino-5-bromopyrimidine → 6-((6-Bromoimidazo[1,2-a]pyrimidin-3-yl)methyl)quinoline

https://huagongshe.com/reaction/1959652

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-bromopyrimidineHCID 231310—
Reactant2-Chloro-3-(quinolin-6-yl)propanalHCID 57516537—
Reactant6-(6-Bromo-imidazo[1,2-a]pyrimidin-2-ylmethyl)quinolineHCID 66927189—
Solvent2-Methyl-2-butanolHCID 6405—
Product6-((6-Bromoimidazo[1,2-a]pyrimidin-3-yl)methyl)quinolineHCID 58190474—

Reaction Steps

A solution of 2-chloro-3-(quinolin-6-yl)propanal (1.0 g, 2.54 mmol) and 5-bromopyrimidin-2-amine (0.53 g, 3.05 mmol) in 2-methyl-butan-2-ol (10 mL) was stirred at 135° C. for 12 h. After cooling, the solvent was removed in vacuo and the residue was purified by flash chromatography in silica gel eluting with a CH2Cl2/MeOH gradient to afford a mixture of the title compound and 6-(6-bromo-imidazo[1,2-a]pyrimidin-2-ylmethyl)quinoline (250 mg, 29%) as brown solid. LCMS (method E): [MH]+=339/341, tR=3.51 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410264B2
Source datasetuspto-grants-2013_04
ORD IDord-8e45fefa106a4cb885e2b07cd3657d5a
Source noteuspto-grants-2013_04