Hydrochloric Acid → 4-[6-(Ethoxycarbonyl)pyridin-2-yl]piperidinium chloride

HRID 403202Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:19]=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:25]>O1CCOCC1>[Cl-:25].[CH2:23]([O:22][C:20]([C:18]1[N:19]=[C:14]([CH:11]2[CH2:12][CH2:13][NH2+:8][CH2:9][CH2:10]2)[CH:15]=[CH:16][CH:17]=1)=[O:21])[CH3:24]

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of ethyl 6-[1-(tert-butoxycarbonyl)piperidin-4-yl]pyridine-2-carboxylate (2.0 g) was added dropwise, at 0° C., a 4 molar solution of hydrochloric acid in 1,4-dioxane (45 ml). The reaction mixture was stirred at 0° C. and then gradually warmed to room temperature. After stirring overnight, the solvent and excess hydrogen chloride were removed. This gave 4-[6-(ethoxycarbonyl)pyridin-2-yl]piperidinium chloride (1.75 g).

Workup

temperaturegradually warmed to room temperature
stirringAfter stirring overnight
customthe solvent and excess hydrogen chloride were removed

Sources & evidence

ORD record: ord-aceb73b999d44569a7808092129ed98a
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08748420B2

Reaction notes

Loading…