ChemicalBook CAS DataBase List 4-(5-CARBOXY-PYRIDIN-2-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

4-(5-CARBOXY-PYRIDIN-2-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis

6synthesis methods

Product Name:4-(5-CARBOXY-PYRIDIN-2-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS Number:201809-22-5
Molecular formula:C15H21N3O4
Molecular Weight:307.34

5326-23-8 Synthesis

5326-23-8
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$5.00/1g

57260-71-6 Synthesis

57260-71-6
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$5.00/5g

4-(5-CARBOXY-PYRIDIN-2-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

201809-22-5
51 suppliers
$60.00/25mg

Yield:-

Reaction Conditions:

Stage #1: 6-Chloro-3-pyridinecarboxylic acid;1-t-Butoxycarbonylpiperazinewith N-ethyl-N,N-diisopropylamine in ISOPROPYLAMIDE at 130; for 72 h;
Stage #2: with sodium hydroxide in water;
Stage #3: with hydrogenchloride in water; pH=6 - 7;

Steps:

268

6-Chloronicotinic acid was dissolved in N,N-dimethylacetamide (10 ml), and tert-butyl piperazine-1-carboxylate (1.2 g) and DIPEA (1.6 g) were added thereto, followed by stirring at 130° C. for 3 days. The reaction mixture was concentrated under reduced pressure, and to the obtained residue was added a 1 M aqueous NaOH solution, followed by washing with CHCl₃. The pH of the aqueous layer was adjusted to around 6 to 7 by the addition of 1 M hydrochloric acid, followed by extraction with CHCl₃. The organic layer was dried over Na₂SO₄and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (CHCl₃/MeOH) to obtain 6-[4-(tert-butoxycarbonyl)piperazin-1-yl]nicotinic acid (934 mg).

References:

US2012/184520,2012,A1 Location in patent:Page/Page column 20