HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Benzyl 1-(2,6-dimethylpyrimidin-4-yl)piperidin-4-yl(methyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-2,6-dimethylpyrimidine | HCID 3154199 | — |
| Reactant | Benzyl methyl(piperidin-4-yl)carbamate | HCID 18677746 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Benzyl 1-(2,6-dimethylpyrimidin-4-yl)piperidin-4-yl(methyl)carbamate | HCID 66798782 | 62% |
Reaction Steps
A mixture of benzyl methyl(piperidin-4-yl)carbamate (stage 3 AMN-52) (17.24 mmol, 1.0 eq.), 4-chloro-2,6-dimethylpyrimidine (2.94 g, 2068 mmol, 1.2 eq.) and K2CO3 (4.76 g, 34.48 mmol, 2.0 eq.) in acetone (80 ml) was refluxed for 14 hours. The mixture was concentrated, and the residue was taken up in water (150 ml) and extracted with ethyl acetate (2×200 ml). The combined organic phases were washed with water (150 ml) and sat. NaCl solution (150 ml), dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel, 70% ethyl acetate/hexane). Yield: 62% (3.8 g, 10.73 mmol)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680159B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-ef9fa45e3d4b449eb50e458b1d2699e4 |
| Source note | uspto-grants-2014_03 |