HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → N-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 3-Dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-one | HCID 53396305 | — |
| Reactant | HCID 178491134 | HCID 178491134 | — |
| Solvent | (+-)-2-Butanol | HCID 6568 | — |
| Product | N-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine | HCID 85993058 | 78% |
Reaction Steps
A mixture of 3-dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-one (3.50 g, 16.5 mmol), 3-methoxy-phenyl-guanidine nitrite (3.70 g, 16.2 mmol), lithium hydroxide (412 mg, 16.5 mmol) in 2-butanol (15 mL) is heated to reflux overnight. The reaction mixture is cooled to room temperature, concentrated and water (60 mL) is added. The resultant solid is filtered, washed with water, isopropanol and dried to give N-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine (3.95 g); ESI-MS (m/z): 313 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07151096B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-04ac867d07cc418b90bdb5696e02e39b |
| Source note | uspto-grants-2006_12 |