5,6,7,8-Tetrahydro-1,6-naphthyridine

Base Information

• Chemical Name: 5,6,7,8-Tetrahydro-1,6-naphthyridine
• CAS No.: 80957-68-2
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40526259
• Wikidata: Q72506302
• Mol file: 80957-68-2.mol

Synonyms:5,6,7,8-tetrahydro-1,6-naphthyridine;tetrahydro-1,6-naphthyridine

Chemical Property of 5,6,7,8-Tetrahydro-1,6-naphthyridine

Chemical Property:

• Boiling Point: 47.62 °C at 760 mmHg
• PKA: 7.95±0.20(Predicted)
• Flash Point: 103.557 °C
• PSA: 24.92000
• Density: 1.069 g/cm³
• LogP: 1.05610
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 134.084398327
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

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

5,6,7,8-Tetrahydro-1,6-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1N=CC=C2
• Uses: 5,6,7,8-Tetrahydro-1,6-naphthyridine is used in the synthetic preparation of quinolizidinone carboxylic acid selective M1 allosteric modulators.

Technology Process of 5,6,7,8-Tetrahydro-1,6-naphthyridine

There total 11 articles about 5,6,7,8-Tetrahydro-1,6-naphthyridine 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%

3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine (625100-00-7) → 5,6,7,8-tetrahydro-1,6-naphthyridine (80957-68-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; for 3.5h; under 2844.39 Torr;

DOI:10.1021/acs.jmedchem.7b01171

Reference yield: 94.0%

6-benzyl-5,6,7,8-tetrahydro-1,6-naphthyridine (75510-02-0) → 5,6,7,8-tetrahydro-1,6-naphthyridine (80957-68-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 50 - 60 ℃;

DOI:10.1248/cpb.32.2522

Reference yield: 94.0%

→ 5,6,7,8-tetrahydro-1,6-naphthyridine (80957-68-2)

Guidance literature:

upstream raw materials:

6-benzyl-5,6,7,8-tetrahydro-1,6-naphthyridine

1-phenylmethyl-4-piperidone

3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine

methyl 2-methylnicotinate

Downstream raw materials:

tert‐butyl 2‐oxo‐1,5,7,8‐tetrahydro‐1,6‐naphthyridine‐6(2H)‐carboxylate

N-(2-fluoro-4-chlorophenyl)-4-[(7,8-dihydro-1,6-naphthyridin-6(5H)-yl)carbonyl]-( 5-methyl)1,3-thiazol-2-amine

N-(2-chloro-5-(7,8-dihydro-1,6-naphthyridin-6(5H)-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide

2-[4-(3,5-dichloro-phenoxy)-5-methyl-2H-pyrazol-3-yl]-1-(7,8-dihydro-5H-[1,6]naphthyridin-6-yl)-ethanone

Refernces

• 1、 Pinto, Donald J. P.,Orwat, Michael J.,Smith, Leon M.,Quan, Mimi L.,Lam, Patrick Y. S.,Rossi, Karen A.,Apedo, Atsu,Bozarth, Jeffrey M.,Wu, Yiming,Zheng, Joanna J.,Xin, Baomin,Toussaint, Nathalie,Stetsko, Paul,Gudmundsson, Olafur,Maxwell, Brad,Crain, Earl J.,Wong, Pancras C.,Lou, Zhen,Harper, Timothy W.,Chacko, Silvi A.,Myers, Joseph E.,Sheriff, Steven,Zhang, Huiping,Hou, Xiaoping,Mathur, Arvind,Seiffert, Dietmar A.,Wexler, Ruth R.,Luettgen, Joseph M.,Ewing, William R.. "Discovery of a Parenteral Small Molecule Coagulation Factor XIa Inhibitor Clinical Candidate (BMS-962212)". . p. 9703 - 9723. Retrieved 2017/12/26.
• 2、 -. "PRMT5 INHIBITORS AND USES THEREOF". . . Retrieved 2016/04/20.