HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → n-Methyl-n-methoxy-4-(1-(tert-butoxycarbonyl)piperidin-4-yl)-butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 4-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)butanoic acid | HCID 10400987 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | n-Methyl-n-methoxy-4-(1-(tert-butoxycarbonyl)piperidin-4-yl)-butanamide | HCID 16743429 | 71% |
Reaction Steps
A solution of 4-(1-(tert-butoxycarbonyl)piperidin-4-yl)-butanoic acid (291 mg, 1.07 mmol, from Step A), N,O-dimethylhydroxylamine hydrochloride (177 mg, 1.82 mmol), EDC (350 mg, 1.82 mmol), and triethylamine, 0.25 mL, 1.82 mmol) were stirred together in 5 mL CH2Cl2 for 16 h. The mixture was diluted with 100 mL CH2Cl2 and washed with 1M HCl. The organic layer was dried over MgSO4 and concentrated. Flash chromatography (1/1 hexane/EtOAc) afforded 237 mg (71%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399619B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-5941454dbcd24fbc85214d95c157175d |
| Source note | uspto-grants-2002_06 |