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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205599Generated: October 25, 2026

3-Hydroxypiperidine → 1-(5-((S)-1-Aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)piperidin-3-ol

https://huagongshe.com/reaction/2205599

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxypiperidineHCID 23293—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant(S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamineHCID 86707977—
Solvent1,4-DioxaneHCID 31275—
Product1-(5-((S)-1-Aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)piperidin-3-olHCID 118207729273.4%

Reaction Conditions

Temperature150 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371321B2
Source datasetuspto-grants-2016_06
ORD IDord-e541f237a77b477c8cf1df51c972332a
Source noteuspto-grants-2016_06