HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 3-[methoxy(methyl)carbamoyl]piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acid | HCID 2735647 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 3-[methoxy(methyl)carbamoyl]piperidine-1-carboxylate | HCID 22248320 | 124.8% |
Reaction Steps
To the solution of 1-Boc-piperidine-3-carboxylic acid (6.9 g, 30 mmol) in DMF (10 mL) and dichloromethane (40 mL) were added N,O-dimethylhydroxylamine hydrochloride (3.22 g, 33 mmol), HATU (12 g, 31.5 mmol) and triethylamine (9 mL). The reaction mixture was stirred overnight. After most of the solvent was removed and diluted with EtOAc, the organic layer was washed with water and brine, Dried and evaporation to give 10.2 g of crude product as light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999966B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-48069e725f3d460eb11457ea8c33ec3a |
| Source note | uspto-grants-2015_04 |