HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-4,6-dimethylpyrimidine → HCID 67342807, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-4,6-dimethylpyrimidine | HCID 20550 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67342807 | HCID 67342807 | — |
Reaction Steps
A mixture of 2-chloro-4,6-dimethyl-pyrimidine (1.50 g, 10.52 mmol, 1.0 equiv; commercially available), 4-amino-piperidine-1-carboxylic acid tert-butyl ester (2.53 g, 12.62 mmol, 1.2 equiv; commercially available) and N-ethyl diisopropylamine (2.15 mL, 1.63 g, 12.62 mmol, 1.2 equiv) in acetonitrile (8 mL) and DMAc (2 mL) was heated by microwave irradiation to 160° C. for 1 h and then to 180° C. for 30 min. The reaction mixture was concentrated under reduced pressure and the crude material purified by silica column chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of heptane/ethyl acetate providing 1.47 g (46%) of the title compound. MS (ISP): 307.5 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855194B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-75f058fe9e364f42901ce7c5af6714e6 |
| Source note | uspto-grants-2010_12 |