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ChemicalBook CAS DataBase List 4-PIPERAZIN-1-YLTHIENO[3,2-C]PYRIDINE
106261-27-2

4-PIPERAZIN-1-YLTHIENO[3,2-C]PYRIDINE synthesis

3synthesis methods
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Yield:106261-27-2 74%

Reaction Conditions:

Stage #1: piperazine;4-chlorothieno[3,2-c]pyridine for 5 h;Reflux;Industry scale;
Stage #2: with hydrogenchloride in water;Industry scale;
Stage #3: with sodium hydroxide in water;Industry scale;

Steps:

1.1.1

1 kg of 4-chlorothieno[3,2-c]pyridine (1 eq.), 1.5 kg of piperazine (3 eq.) and 8 l of 1-pentanol or of isoamyl alcohol are introduced into a reactor. The mixture is refluxed for 5 h and cooled, and the piperazine hydrochloride formed is filtered. 2.4 l of water are added to the filtrate and the mixture is acidified with concentrated hydrochloric acid. After separation by settling out, the aqueous phase is brought to a basic pH with a solution of 2.3 l of 30% sodium hydroxide and 2.6 l of water, and then extracted with two times 1.3 l of toluene. The toluenic phase is concentrated by half and 3.5 l of methylcyclohexane are added. The mixture is cooled to 0° C. and filtered and the product obtained is dried under vacuum at 50° C. A pale yellow powder of compound (IV) is obtained.Yield: 74%Analyses: HPLC=99.2%

References:

US2010/94005,2010,A1 Location in patent:Page/Page column 2

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