HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → N4-(6-aminopyridin-2-yl)-N6-phenylpyrimidine-4,6-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N2-(6-chloropyrimidin-4-yl)pyridine-2,6-diamine | HCID 57708264 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N4-(6-aminopyridin-2-yl)-N6-phenylpyrimidine-4,6-diamine | HCID 57708273 | 64.2% |
Reaction Steps
To a stirring solution of 1 (2.0 g, 10.75 mmol) and K2CO3 (2.96 g, 21.5 mmol) in dry DMF (20 mL) was added 2 (1.59 g, 10.75 mmol) and the reaction mixture was stirred at rt for 16 h under nitrogen atmosphere. It was cooled, quenched with water (100 mL) and extracted with EtOAc (2×50 mL). The combined EtOAc extract was washed with 10% NaHCO3 soln. (50 mL), water (3×50 mL), brine (50 mL), dried over Na2SO4 and concentrated under reduced pressure to give 3 (1.92 g, 60.0%) as a light yellow solid, which was used in the next step without further purifications.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748606B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-c1d3b4a02a7b4c74805064ea2efe7b73 |
| Source note | uspto-grants-2014_06 |