HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane hydrochloride → 2-(7-(aminomethyl)-1H-indol-1-yl)-1-(9-(pyridin-4-yl)-3,9-diazaspiro-[5.5]undecan-3-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | HCID 59473707 | HCID 59473707 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(7-(aminomethyl)-1H-indol-1-yl)-1-(9-(pyridin-4-yl)-3,9-diazaspiro-[5.5]undecan-3-yl)ethanone | HCID 59473675 | 45% |
Reaction Steps
Dioxane-HCl (6 ml) was added to a solution of tert-butyl (1-(2-oxo-2-(9-(pyridin-4-yl)-3,9-diazaspiro[5.5]undecan-3-yl)ethyl)-1H-indol-7-yl)methylcarbamate (600 mg, 1.16 mmol, 1.0 equiv.) in dioxane (6 ml), and the mixture was stirred for 1 h at RT. When the reaction was complete (TLC monitoring), the solvent was removed under vacuum and the residue was adjusted to a basic pH value with TEA and was concentrated again. The crude product was purified by column chromatography (Alox neutral; 5-10% MeOH/DCM), and the desired product was thus obtained in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492559B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-32a1bb1840fd4fd3b2611a3924e472cb |
| Source note | uspto-grants-2013_07 |