HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 66977004, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Reactant | Ethyl piperidine-2-carboxylate--hydrogen chloride (1/1) | HCID 12436225 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66977004 | HCID 66977004 | — |
Reaction Steps
To a solution of ethyl piperidine-2-carboxylate hydrochloride (0.5 g, 2.58 mmol) in DMF (15 mL) was added potassium carbonate (1.77 g, 12.89 mmol) at rt. The mixture was stirred at rt for 10 min followed by addition of 5-bromo-2-chloropyrimidine (0.5 g, 2.58 mmol). The reaction was heated up to 80° C. for 3 h. After reaction completion (by TLC), the mixture was poured onto 100 mL ice-cold water and extracted with EtOAc (3×100 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and evaporated under reduced pressure. The crude residue was purified over 100-200 M silica-gel by using 1.50% EtOAc: hexane to obtain the desired product as an off white solid (0.37 g, 46% yield). MS: 314.08 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181234B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-c89b8155f17d4fe8ba0794a92db4e3d3 |
| Source note | uspto-grants-2015_11 |