HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutylene oxide → 1-(4-((6-Chloropyridin-3-yl)oxy)piperidin-1-yl)-2-methylpropan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutylene oxide | HCID 11208 | — |
| Reactant | Tert-butyl 4-((6-chloropyridin-3-yl)oxy)piperidine-1-carboxylate | HCID 86696180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 1-(4-((6-Chloropyridin-3-yl)oxy)piperidin-1-yl)-2-methylpropan-2-ol | HCID 86696191 | 85% |
Reaction Steps
To a stirred solution of tert-butyl 4-((6-chloropyridin-3-yl)oxy)piperidine-1-carboxylate (1.0 g, 3.2 mmol) in dichloromethane (10 mL), trifluoroacetic acid (3 mL) was added at 0° C. and stirred for 3 h. The reaction mixture was concentrated in vacuo and resultant residue was dissolved in MeOH (5 mL), 2,2-dimethyloxirane (0.246 g, 3.2 mmol) was added and stirred at room temperature for 10-12 h. The reaction mixture was concentrated in vacuo to give the title product (0.775, 85%); MS: 285.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000175B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-b306180a5f514d55b73bbebd4f6a43ab |
| Source note | uspto-grants-2015_04 |