HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68781393, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)pyrimidine | HCID 2773912 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68781393 | HCID 68781393 | 85% |
Reaction Steps
A mixture of 2-chloro-4-trifluoromethyl-pyrimidine (2.15 g, 11.78 mmol, 1.0 equiv; commercially available) and 4-amino-piperidine-1-carboxylic acid tert-butyl ester (3.07 g, 15.31 mmol, 1.3 equiv; commercially available) in anhydrous DMF (15 mL) and triethylamine (5 mL) was heated to 100° C. for 3 h. The organic phase was concentrated under reduced pressure and the residue extracted with dichloromethane (3×50 mL) from a sat. solution of sodium bicarbonate (100 mL). The combined organic phases were dried over MgSO4 and the product purified with column chromatography on silica eluting with heptane/ethyl acetate (5:1+1% triethylamine) providing 3.47 g (85%) of the title compound. MS (ISP): 347.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855194B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-57264a18e9564fabac5774cf023685de |
| Source note | uspto-grants-2010_12 |