HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Iodo-3-methylpyridin-2-amine → 2-Cyclopropyl-6-iodo-3,8-dimethylimidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Iodo-3-methylpyridin-2-amine | HCID 959586 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | 2-Bromo-1-cyclopropylpropan-1-one | HCID 45080805 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Cyclopropyl-6-iodo-3,8-dimethylimidazo[1,2-a]pyridine | HCID 121386248 | 52% |
Reaction Steps
A mixture of 5-iodo-3-methylpyridin-2-amine (100 mg), 2-bromo-1-cyclopropylpropan-1-one (113 mg) and DMF (1 ml) was stirred at 80° C. under a dry atmosphere (CaCl2 tube) overnight. The mixture was quenched with saturated NaHCO3 solution and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (69.3 mg) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3e6693a7165f423fbdceff5e29b28df3 |
| Source note | uspto-grants-2016_06 |