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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334079Generated: October 29, 2026

Diisopropylethylamine → 4-(6-Methoxy-pyridine-2-carbonyl)-3,3-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/334079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Methoxypicolinic acidHCID 570891—
Reactant1-Chloro-N,N-2-trimethylpropenylamineHCID 640792—
Reactant1-Boc-3,3-dimethylpiperazineHCID 22710387—
SolventTetrahydrofuranHCID 8028—
SolventSodium BicarbonateHCID 516892—
Product4-(6-Methoxy-pyridine-2-carbonyl)-3,3-dimethyl-piperazine-1-carboxylic acid tert-butyl esterHCID 86688301—

Reaction Steps

A mixture of 410 mg (2.28 mmol) 6-methoxy-2-pyridinecarboxylic acid and 400 μL (3.02 mmol) 1-chloro-N,N,2-trimethylpropenylamine in 10 mL THF was stirred at RT. After 1.5 h, 600 mg (2.66 mmol) 3,3-dimethyl-piperazine-1-carboxylic acid tert-butyl ester and 1.00 mL (5.81 mmol) DIPEA was added and the reaction mixture was stirred at RT for 30 min. The reaction mixture was diluted with saturated NaHCO3 solution and extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (PE/EtOAc=1/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883789B2
Source datasetuspto-grants-2014_11
ORD IDord-260674243acf4dd5bc9d09582171236f
Source noteuspto-grants-2014_11