HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanuric chloride → Ethyl 1-(4,6-dichloro-1,3,5-triazin-2-yl)piperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 1-(4,6-dichloro-1,3,5-triazin-2-yl)piperidine-4-carboxylate | HCID 2774159 | 96.5% |
Reaction Steps
To a suspension of 2,4,6-trichloro-1,3,5-triazine (5.0 g, 27 mmol, 1.0 equiv) in dichloromethane (50 ml) at −50° C., a premixed solution of ethyl 4-piperidinecarboxylate (4.1 ml, 27 mmol, 1.0 equiv) and diisopropylethylamine (DIEA, 14.2 ml, 81.3 mmol, 3.00 equiv) in dichloromethane (100 ml) was added dropwise via an addition funnel. The reaction mixture was allowed to warm to room temperature, and stirring was continued overnight. The solvent was removed under reduced pressure to yield 7.95 g (96%) of the title compound. MS (ES+): m/e 305.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008483B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-d7adca99942f42daa8af982235e142e3 |
| Source note | uspto-grants-2011_08 |