HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → N-[3-ethoxycarbonyl-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 178468909 | HCID 178468909 | — |
| Solvent | (+-)-2-Butanol | HCID 6568 | — |
| Product | N-[3-ethoxycarbonyl-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine | HCID 86595099 | 84% |
Reaction Steps
A mixture of 3-dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-one (810 mg, 3.86 mmol), 3-ethoxycarbonyl-phenyl-guanidine nitrite (1.07 g, 3.96 mmol), lithium hydroxide (105 mg, 4.38 mmol) in 2-butanol (20 mL) is heated to reflux overnight. The reaction mixture is cooled to room temperature, the solvent is removed and water (40 mL) is added. The solid is collected by filtration and washed with water, isopropanol and dried to give N-[3-ethoxycarbonyl-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine (1.15 g); ESI-MS (m/z): 355.1 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07151096B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-0f93d0c597764c2a9a70965064d577d9 |
| Source note | uspto-grants-2006_12 |