HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Hydroxypiperidine → 1-(5-((S)-1-Aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)piperidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Hydroxypiperidine | HCID 23293 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | (S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine | HCID 86707977 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(5-((S)-1-Aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)piperidin-3-ol | HCID 118207729 | 273.4% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of (S)-1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethan-1-amine (508 mg, 2.00 mmol), piperidin-3-ol (1.01 g, 10.0 mmol) and potassium 2-methylpropan-2-olate (1.56 g, 14.0 mmol) in dioxane (15 mL) was heated to 150° C. for 2 hours in a microwave reactor. The solvent was evaporated in vacuo to give the crude product (1.5 g) as a yellow oil which was used in the next step without further purification. ESI-MS m/z [M+H]+ calc'd for C15H22N4O, 275. found 275.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371321B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-e541f237a77b477c8cf1df51c972332a |
| Source note | uspto-grants-2016_06 |