HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isocaproaldehyde → Methyl{(2s,4r)-1-[(1r)-1-(1h-1,2,3-benzotriazol-1-yl)-4-methylpentyl]-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isocaproaldehyde | HCID 129 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | (+)-methyl{(2S,4R)-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate | HCID 86617999 | — |
| Reactant | HCID 178418385 | HCID 178418385 | — |
| Product | Methyl{(2s,4r)-1-[(1r)-1-(1h-1,2,3-benzotriazol-1-yl)-4-methylpentyl]-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate | HCID 131730270 | — |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of (±)-methyl{(2S,4R)-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate (Intermediate 1, 453 mg, 1.5 mmol), 4-methylpentanal (150 mg, 1.5 mmol) and benzotriazole (178.5 mg, 1.5 mmol) were combined in toluene (15 ml) and the reaction was stirred and heated a 150° C. under Dean-Stark conditions for 16 Hrs. The mixture was evaporated in vacuo to provide a pale gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389547B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-912411b3541d42e79b0f3755d69f6512 |
| Source note | uspto-grants-2013_03 |