HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22407596, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-5-ethoxycarbonyl-6-ethylpyrimidine | HCID 18357824 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 22407596 | HCID 22407596 | 87% |
Reaction Steps
Triethylamine (2.26 g, 22.33 mmol) was added to a solution of ethyl 4-chloro-6-ethylpyrimidine-5-carboxylate (2.41 g, 11.23 mmol) in toluene (10 ml). The mixture was stirred at room temperature. Then, 4-(2-tetrahydropyran-2-yloxy)ethyl)phenethylamine (2.80 l 1.23 mmol) was added. After stirring for 16 hours, water (40 ml) was added to the reaction mixture. The mixture was extracted with methylene chloride and dried over magnesium sulfate. After evaporation of The solvent, the residue was purified by column chromatography on silica gel eluting with n-hexane/ethyl acetate (=8/2) to give the desired ethyl 4-(2-(4-(2-(tetrahydropyran-2-yloxy)ethyl)phenyl)ethylamino)-6-ethylpyrimidine-5-carboxylate (4.20 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05519139 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-8716bd20d8884fd784b20e383f96ff06 |
| Source note | uspto-grants-1996_05 |