HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloropyrimidine → (3-Imidazo[1,2-a]pyridine-3-yl-phenyl)-pyrimidin-2-yl amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 3-Imidazo[1,2-a]pyridin-3-yl-phenylamine | HCID 66592667 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (3-Imidazo[1,2-a]pyridine-3-yl-phenyl)-pyrimidin-2-yl amine | HCID 66592515 | 7% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture 3-imidazo[1,2-a]pyridin-3-yl-phenylamine (210 mg, 1.0 mmol), 2-chloropyrimidine (115 mg, 1 mmol) and NaOtBu (100 mg, 1.0 mmol) in dry dioxane (2 ml) was stirred and heated at 100° C. under N2 for 18 hours. After cooling to RT the mixture was partitioned between EtOAc/H2O. The layers were separated and the aqueous layer was extracted with EtOAc (×2). The combined extracts were dried (MgSO4), filtered and evaporated. The residue was purified by preparative HPLC to give the title compound (20 mg, solid). MS: [M+H]+ 288
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08131527B1 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-59f670709a45495ab3d4c24489d471bf |
| Source note | uspto-grants-2012_03 |