(S)-3-(piperidin-2-yl)pyridine hydrochloride

Base Information

• Chemical Name: (S)-3-(piperidin-2-yl)pyridine hydrochloride
• CAS No.: 53912-89-3
• Molecular Formula: C10H14 N2 . Cl H
• Molecular Weight: 198.695
• Hs Code.: 2933399990
• European Community (EC) Number: 689-005-2
• UNII: W4917XZ12G
• ChEMBL ID: CHEMBL2165232
• Mol file: 53912-89-3.mol

Synonyms:53912-89-3;(S)-3-(piperidin-2-yl)pyridine hydrochloride;(+)-Anabasine hydrochloride;Gamibasin;Anabasin chloride;Anabasine monohydrochloride;Anabasin hydrochloride;Anabaside hydrochloride;3-[(2S)-piperidin-2-yl]pyridine hydrochloride;Anabasine (hydrochloride);(S)-1,2,3,4,5,6-Hexahydro-[2,3']bipyridinyl hydrochloride;alpha-Piperidyl-beta-pyridine hydrochloride;Pyridine, 3-(2-piperidinyl)-, monohydrochloride, (S)-;UNII-W4917XZ12G;(S)-3-(2-Piperidinyl)pyridine hydrochloride;3-[(2S)-piperidin-2-yl]pyridine;hydrochloride;W4917XZ12G;MFCD01691578;2-(3-PYRIDINYL)PIPERIDINE HYDROCHLORIDE;(S)-3-(Piperidin-2-yl)pyridinehydrochloride(1:x);anabazine hydrochloride;(S)-3-(Piperidin-2-yl)pyridine hydrochloride(1:x);(+)-Anabasinehydrochloride;CHEMBL2165232;AM9363;(S)-3-(piperidin-2-yl)pyridine HCl;AKOS015849403;CS-W015644;HY-W014928;ANABASINE HYDROCHLORIDE [WHO-DD];(S)-(+)-3-piperidin-2-ylpyridine hcl;LS-131905;2-(3-PYRIDINYL)PIPERIDINEHYDROCHLORIDE;N10432;EN300-7466548;(S)-(+)-3-(2-Piperidinyl)pyridine hydrochloride;SR-01000597782;J-502321;SR-01000597782-1;Q27292285;Z2106605239;PYRIDINE, 3-(2S)-2-PIPERIDINYL-, MONOHYDROCHLORIDE;PYRIDINE, 3-(2S)-2-PIPERIDINYL-, HYDROCHLORIDE (1:1)

Chemical Property of (S)-3-(piperidin-2-yl)pyridine hydrochloride

Chemical Property:

• Appearance/Colour: White to off-white solid.
• Vapor Pressure: 0.00662mmHg at 25°C
• Melting Point: 220-222 °C
• Boiling Point: 271°Cat760mmHg
• Flash Point: 93.3°C
• PSA: 24.92000
• Density: 1.014g/cm³
• LogP: 3.02700
• Storage Temp.: Desiccate at RT
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.0923762
• Heavy Atom Count: 13
• Complexity: 136

Purity/Quality:

NLT 98% ^*data from raw suppliers

(+)-AnabasineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45

MSDS Files:

Useful:

• Canonical SMILES: C1CCNC(C1)C2=CN=CC=C2.Cl
• Isomeric SMILES: C1CCN[C@@H](C1)C2=CN=CC=C2.Cl
• Uses: (+)-Anabasine Hydrochloride is a hydrochloride analog of (S)-Anabasine (A637170), which is a nicotinic receptor agonist.

Technology Process of (S)-3-(piperidin-2-yl)pyridine hydrochloride

There total 9 articles about (S)-3-(piperidin-2-yl)pyridine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-(S)-3,4,5,6-tetrahydro-2H-[2,3']bipyridinyl-1-yl-tetrahydro-pyran-3-yl ester (121675-95-4) → (2S)-2-(3-pyridyl)piperidine hydrochloride (53912-89-3) + 2,3,4,6-Tetra-O-pivaloyl-α/β-D-galactopyranose (135865-76-8,135865-81-5,144102-44-3,148968-87-0,150737-36-3)

Guidance literature:

With hydrogenchloride; In methanol; water;

Reference yield: 40.0%

Anabasine (494-52-0) → (2S)-2-(3-pyridyl)piperidine hydrochloride (53912-89-3)

Guidance literature:

With ammonium chloride; In acetone; for 12h; Heating;

DOI:10.1016/j.molstruc.2006.11.037

Reference yield:

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-((S)-4-oxo-3,4,5,6-tetrahydro-2H-[2,3']bipyridinyl-1-yl)-tetrahydro-pyran-3-yl ester (121675-93-2) → (2S)-2-(3-pyridyl)piperidine hydrochloride (53912-89-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / molecular sieves 5A, BF₃*Et₂O / CH₂Cl₂ / 12 h / Ambient temperature

2: 75 percent / H₂ / Raney nickel / propan-2-ol / 70 °C

3: 1N aq. HCl / methanol / Ambient temperature

With hydrogenchloride; 5A molecular sieve; boron trifluoride diethyl etherate; hydrogen; nickel; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.1055/s-1997-3185

upstream raw materials:

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-(S)-3,4,5,6-tetrahydro-2H-[2,3']bipyridinyl-1-yl-tetrahydro-pyran-3-yl ester

Anabasine

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-((S)-4-oxo-3,4,5,6-tetrahydro-2H-[2,3']bipyridinyl-1-yl)-tetrahydro-pyran-3-yl ester

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-((S)-7-pyridin-3-yl-1,4-dithia-8-aza-spiro[4.5]dec-8-yl)-tetrahydro-pyran-3-yl ester

Downstream raw materials:

(2S)-N-4'-nitrobenzoyl-2-(3-pyridyl)-4-piperidine

(S)-N-{3-[1-(2-cyanoethoxy)cyclohexyl]prop-2-ynyl}anabasine

(±)-2-(4-chlorophenyl)-N-phenyl-6-(piperidin-2-yl)imidazo[1,2-a]pyridin-3-amine hydrochloride

(±)-N-(4-fluorophenyl)-2-(3,5-dimethoxyphenyl)-6-(piperidin-2-yl)imidazo[1,2-a]pyridin-3-amine hydrochloride