HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → N-(2-methyl-5-nitropyridin-3-yl)-4-(pyridin-3-yl)pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Methyl-5-nitropyridin-3-amine | HCID 46909774 | — |
| Reactant | 2-(Methylsulfonyl)-4-(pyridin-3-yl)pyrimidine | HCID 46909855 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(2-methyl-5-nitropyridin-3-yl)-4-(pyridin-3-yl)pyrimidin-2-amine | HCID 46910559 | — |
Reaction Steps
To a stirred solution of 2-methylsulfonyl-4-(pyridin-3-yl)pyrimidine (3.0 g) and 2-methyl-3-amino-5-nitropyridine (5.0 g) in DMF (50 mL) at 0-5° C. was added sodium hydride (60%, 2.3 g). The reaction mixture was naturally warmed to room temperature and stirred for 6 hours. Chloroform (50 mL) and water (50 mL) were added to the reaction and the phases were separated, the aqueous phase was extracted with Chloroform (2×100 mL). The organic extracts were combined, dried, filtered, concentrated and the residue was purified by chromatography to provide_N-(5-nitro-2-methylpyrid-3-yl)-4-(pyrid-3-yl)-2-pyrimidinamine (5.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183242B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c1dae2c21b0740288ff7a3fedcf5757c |
| Source note | uspto-grants-2012_05 |