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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911618Generated: November 1, 2026

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

https://huagongshe.com/reaction/911618

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 numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-f86eda94172443b0a8e562cf00d2eae3
Source noteuspto-grants-2011_09