HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 6,7,8,9-Tetrahydropyrido[2,3-b]indolizine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 2-(6-Chlorohex-1-ynyl)pyridin-3-amine | HCID 66727624 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6,7,8,9-Tetrahydropyrido[2,3-b]indolizine | HCID 66727772 | 68.7% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of 2-(6-chlorohex-1-ynyl)pyridin-3-amine (300 mg) in CH3CN (3 ml) was added a solution of KOtBu (387 mg) in THF (3.5 mL) at 0.0° C. The mixture was stirred at 0° C. for 30 min. The mixture was quenched with water at 0° C. and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (170 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029536B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-246f11f2a0af4146902d2e9f4d9373ea |
| Source note | uspto-grants-2015_05 |