Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041482Generated: November 2, 2026

Hydrochloric Acid → 1-[5-(Aminomethyl)-2-pyridinyl]-3,3-dimethyl-1-butanone

https://huagongshe.com/reaction/2041482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 57656622HCID 57656622—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product1-[5-(Aminomethyl)-2-pyridinyl]-3,3-dimethyl-1-butanoneHCID 5765652188.7%

Reaction Steps

Add 4N hydrogen chloride in dioxane (1 mL) to a solution of 5-tert-butoxycarbonylaminomethyl-2-(3,3-dimethyl-butyryl)-pyridine (104 mg, 0.339 mmol) in anhydrous dichloromethane (4 mL) and stir the solution overnight. Concentrate in vacuo and partition the residue between saturated aqueous NaHCO3 and dichloromethane. Extract the aqueous phase with dichloromethane (2×15 mL) and EtOAc (2×15 mL). Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo to obtain the title compound as an oil (62 mg, 88%) that was used without any further purification. MS (ES+) m/z: 207 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580780B2
Source datasetuspto-grants-2013_11
ORD IDord-04d6e3cc09f64612ba5d579cc8a09e65
Source noteuspto-grants-2013_11