68547-97-7

Basic information

• Product Name: 1,2,3,6-tetrahydro-4-pyridinecarboxylic acid hydrochloride
• Synonyms: IsoguvacineHydrochloride>6-tetrahydro-4-pyridinecarboxylic acid hydrochloride
• CAS NO: 68547-97-7
• Molecular Formula: C₆H₉NO₂*ClH
• Molecular Weight: 0
• Product Categories: Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 68547-97-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 280 °C(dec.)
• Appearance: white/
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: H2O: soluble (refrigerate if not used immediately.)
• CAS DataBase Reference: 1,2,3,6-tetrahydro-4-pyridinecarboxylic acid hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,6-tetrahydro-4-pyridinecarboxylic acid hydrochloride(68547-97-7)
• EPA Substance Registry System: 1,2,3,6-tetrahydro-4-pyridinecarboxylic acid hydrochloride(68547-97-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 68547-97-7(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Upstream product

• 76309-83-6 1,2,3,6-Tetrahydro-pyridine-4-carboxylic acid acetoxymethyl ester; compound with (E)-but-2-enedioic acid 
• 79858-48-3 1-benzyl-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid 
• 503544-95-4 1-benzyl-1,2,3,6-tetrahydropyridine-4-carbaldehyde 
• 158984-76-0 1,2,3,6-tetrahydro-1-(phenylmethyl)-4-pyridinemethanol 
• 503545-00-4 1-benzyl-2,6-dioxo-1,2,3,6-tetrahydropyridine-4-carboxylic acid ethyl ester 
• 1293370-62-3 di-tert-butyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate 
• 1570-45-2 isonicotinic acid ethylester 

Downstream Products

• 70684-82-1 methyl 1,2,3,6-tetrahydropyridine-4-carboxylate hydrochloride 

Relevant articles and documents

Alternative Synthesis of Isoguvacine and Its N-(2-Aryl-2-hydroxyethyl) Derivatives

Isonicotinic acid ethyl ester reacted with substituted phenacyl bromides to give the corresponding quaternary salts which were reduced with sodium tetrahydridoborate to ethyl 1-(2-aryl-2-hydroxyethyl)-1,2,3,6- tetrahydropyridine-4-carboxylates. The presence of an electron-donating substituent in the benzene ring of the latter is a necessary condition for their acid hydrolysis with cleavage of the C–N bond and formation of isoguvacine. Analogous derivatives with electron-withdrawing substituents are not converted to isoguvacine under similar conditions.

An efficient synthesis of N-alkyl-4-substituted 3H-pyridine-2,6-dione. Synthesis of isoguvacine and MDL-11,939

An efficient route towards the synthesis of N-alkyl-4-substituted 3H-pyridine-2,6-dione using various N-alkyl-α-sulfonylacetamides and two α,β-unsaturated esters as starting materials is described. Isoguvacine and MDL-11,939 with have potential biological activities were synthesized via this strategy.