HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[3-ethoxycarbonyl-phenyl]-4-(2-chloro4-pyridyl)-2-pyrimidineamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Dimethylamino-1-(2-chloro4-pyridyl)-2-propen-1-one | HCID 54435039 | — |
| Reactant | HCID 178468909 | HCID 178468909 | — |
| Solvent | (+-)-2-Butanol | HCID 6568 | — |
| Product | N-[3-ethoxycarbonyl-phenyl]-4-(2-chloro4-pyridyl)-2-pyrimidineamine | HCID 19689549 | 71% |
Reaction Steps
A mixture of 3-dimethylamino-1-(2-chloro-4-pyridyl)-2-propen-1-one (1.72 g, 8.18 mmol), 3-ethoxycarbonyl-phenyl-guanidine nitrite (2.21 g, 8.18 mmol), sodium hydroxide (0.327 g, 8.18 mmol) in 2-butanol (40 mL) is heated to reflux for 24 hours before cooling to room temperature with the addition of water (40 mL). The solid is collected by filtration, washed with water and 2-propanol, and dried to give N-[3-ethoxycarbonyl-phenyl]-4-(2-chloro-4-pyridyl)-2-pyrimidineamine (2.06 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-da3d725cc9624e17bffa8e152a22dba3 |
| Source note | uspto-grants-2006_12 |