HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-bromopyrimidine → 6-((6-Bromoimidazo[1,2-a]pyrimidin-3-yl)methyl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-bromopyrimidine | HCID 231310 | — |
| Reactant | 2-Chloro-3-(quinolin-6-yl)propanal | HCID 57516537 | — |
| Reactant | 6-(6-Bromo-imidazo[1,2-a]pyrimidin-2-ylmethyl)quinoline | HCID 66927189 | — |
| Solvent | 2-Methyl-2-butanol | HCID 6405 | — |
| Product | 6-((6-Bromoimidazo[1,2-a]pyrimidin-3-yl)methyl)quinoline | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410264B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-8e45fefa106a4cb885e2b07cd3657d5a |
| Source note | uspto-grants-2013_04 |