HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Methyl-N3-(4-(pyridin-3-yl)pyriMidin-2-yl)pyridine-3,5-diaMine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | N-(2-methyl-5-nitropyridin-3-yl)-4-(pyridin-3-yl)pyrimidin-2-amine | HCID 46910559 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Methyl-N3-(4-(pyridin-3-yl)pyriMidin-2-yl)pyridine-3,5-diaMine | HCID 46909856 | 73.8% |
Reaction Conditions
| Temperature | 2.5 °C |
|---|
Reaction Steps
To a flask was added N-(5-nitro-2-methyl-pyrid-3-yl)-4-(pyrid-3-yl)-2-pyrimidinamine (18.0 g) and THF (200 mL) and the solution was cooled to 0-5° C. To the solution was added LiAlH4 (about 2.2 g in total) in several portions and the mixture was stirred for 2 hours at the same temperature. The reaction mixture was acidified to pH=5-6 using 1N HCl and then extracted with CH2Cl2 (2×100 mL ). The organic extracts were combined, dried, filtrated and concentrated to afford N-(5-amino-2-methylpyrid-3-yl)-4-(pyrid-3-yl)-2-pyrimidinamine (12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183242B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-ddcdb086ecd74abc80827fa789815c0c |
| Source note | uspto-grants-2012_05 |