HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl indole-7-carboxylate → Methyl 1-((1-phenylpiperidin-4-yl)methyl)-1H-indole-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl indole-7-carboxylate | HCID 676694 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | (1-Phenylpiperidin-4-yl)methanol | HCID 17768191 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 1-((1-phenylpiperidin-4-yl)methyl)-1H-indole-7-carboxylate | HCID 58307013 | 13.9% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a mixture of (1-phenylpiperidin-4-yl)methanol (958 mg), methyl 1H-indole-7-carboxylate (590 mg), and toluene (20 mL) was added (tributylphosphoranylidene)acetonitrile (1.0 g) at room temperature. The mixture was stirred at 100° C. for 1 day. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain methyl 1-[(1-phenylpiperidin-4-yl)methyl]-1H-indole-7-carboxylate (163 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598355B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-a42d8d0904a242ed9ef58cd3e12324b9 |
| Source note | uspto-grants-2013_12 |