4-Methyl-1,2,3,6-tetrahydropyridine hydrochloride

Base Information

• Chemical Name: 4-Methyl-1,2,3,6-tetrahydropyridine hydrochloride
• CAS No.: 95019-16-2
• Molecular Formula: C6H11N.ClH
• Molecular Weight: 133.621
• Hs Code.: 2933399090
• European Community (EC) Number: 849-085-3
• DSSTox Substance ID: DTXSID30531296
• Mol file: 95019-16-2.mol

Synonyms:4-Methyl-1,2,3,6-tetrahydropyridine hydrochloride;95019-16-2;4-Methyl-1,2,3,6-tetrahydropyridine HCl;4-methyl-1,2,3,6-tetrahydropyridine;hydrochloride;Pyridine, 1,2,3,6-tetrahydro-4-methyl-, hydrochloride;SCHEMBL1076986;DTXSID30531296;ZCJOZBAPTJGKNC-UHFFFAOYSA-N;AMY33784;MFCD22123337;AKOS025291341;CS-W004399;SB22741;AS-34966;EN300-118626;4-Methyl-1,2,3,6-tetrahydropyridinehydrochloride;A859217;4-methyl-1,2,5,6-tetrahydropyridine hydrochloride;4-Methyl-1,2,3,6-tetrahydropyridine hydrochloride, AldrichCPR;4-Methyl-1,2,3,6-tetrahydropyridine--hydrogen chloride (1/1)

Chemical Property of 4-Methyl-1,2,3,6-tetrahydropyridine hydrochloride

Chemical Property:

• PSA: 12.03000
• LogP: 2.05680
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 133.0658271
• Heavy Atom Count: 8
• Complexity: 84.2

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-methyl-1,2,3,6-tetrahydropyridinehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCNCC1.Cl

Technology Process of 4-Methyl-1,2,3,6-tetrahydropyridine hydrochloride

There total 9 articles about 4-Methyl-1,2,3,6-tetrahydropyridine 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: 100.0%

1-benzyl-4-methyl-1 ,2,3,6-tetrahydropyridine (32018-56-7) → 4-methyl-1,2,3,6-tetrahydropyridine hydrochloride (95019-16-2)

Guidance literature:

1-benzyl-4-methyl-1 ,2,3,6-tetrahydropyridine; With carbonochloridic acid 1-chloro-ethyl ester; In 1,2-dichloro-ethane; for 12h; Reflux;

In methanol; for 1h; Reflux;

DOI:10.1021/acs.jmedchem.8b00673

Reference yield: 91.0%

N-<(R)-2-Hydroxy-1-methoxycarbonylethyl>-4-methyl-3,4-didehydropiperidin (112423-96-8) → 4-methyl-1,2,3,6-tetrahydropyridine hydrochloride (95019-16-2)

Guidance literature:

With hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; 1.) CH₂Cl₂, 24 h, room temp., 2.) ether;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + isoprene (78-79-5,9003-31-0) → 4-methyl-1,2,3,6-tetrahydropyridine hydrochloride (95019-16-2)

Guidance literature:

In water; at 35 ℃; for 96h;

DOI:10.1021/ja00292a057

upstream raw materials:

N-<(R)-2-Hydroxy-1-methoxycarbonylethyl>-4-methyl-3,4-didehydropiperidin

formaldehyd

isoprene

1-benzyl-4-methyl-1 ,2,3,6-tetrahydropyridine

Refernces

• 1、 Ondachi, Pauline W.,Kormos, Chad M.,Runyon, Scott P.,Thomas, James B.,Mascarella, S. Wayne,Decker, Ann M.,Navarro, Hernán A.,Fennell, Timothy R.,Snyder, Rodney W.,Carroll, F. Ivy. "Potent and Selective Tetrahydroisoquinoline Kappa Opioid Receptor Antagonists of Lead Compound (3 R)-7-Hydroxy- N-[(1 S)-2-methyl-1-(piperidin-1-ylmethyl)propyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (PDTic)". supporting information. p. 7525 - 7545. Retrieved 2018/09/12.
• 2、 Waldmann, Herbert. "Asymmetric Hetero Diels-Alder Reactions in Aqueous Solution Using Amino Acid Esters as Chiral Auxiliaries". . p. 231 - 238. Retrieved 2007/10/02.