HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59447008, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclohexanemethylamine | HCID 76688 | — |
| Reactant | Methyl 2,4-dichloropyrimidine-6-carboxylate | HCID 239689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59447008 | HCID 59447008 | — |
Reaction Steps
A cooled (0° C.) solution of methyl 2,4-dichloropyrimidine-6-carboxylate (Apollo, OR2558, 2.62 g; 12.7 mmol) in anhydrous THF (95 mL) was treated with a solution of cyclohexanemethylamine (Aldrich, 1.68 mL; 12.66 mmol) and triethylamine (1.93 mL; 13.92 mmol) in THF (35 mL). The reaction mixture was stirred during 30 min. Water (50 mL) was poured into the reaction mixture, which was extracted with EtOAc. The combined organic extracts were dried over magnesium sulfate, filtered and concentrated, which was purified by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc. The title product was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150519B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0bdd00bfb75949eb8dfbf01c51f9b937 |
| Source note | uspto-grants-2015_10 |