1,2,3,4-Tetrahydro-1,8-naphthyridine

Base Information

• Chemical Name: 1,2,3,4-Tetrahydro-1,8-naphthyridine
• CAS No.: 13623-87-5
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• Hs Code.: 2933990090
• European Community (EC) Number: 850-751-0
• ChEMBL ID: CHEMBL4553176
• DSSTox Substance ID: DTXSID70516325
• Wikidata: Q72506300
• Mol file: 13623-87-5.mol

Synonyms:1,2,3,4-tetrahydro-1,8-naphthyridine;13623-87-5;1,2,3,4-tetrahydro-[1,8]naphthyridine;1,8-Naphthyridine, 1,2,3,4-tetrahydro-;MFCD08234598;tetrahydronaphthyridine;tetrahydro-naphthyridine;SCHEMBL38950;CHEMBL4553176;1,2,3,4-tetrahydronapthyridine;DTXSID70516325;ZCZVGQCBSJLDDS-UHFFFAOYSA-N;BCP31648;RB3283;AKOS006287651;CS-W018751;AM803177;AS-54434;SY022462;1,2,3,4-tetrahydro-[1,8]-naphthyridine;FT-0657820;EN300-124939;A807047;Z1198176448

Chemical Property of 1,2,3,4-Tetrahydro-1,8-naphthyridine

Chemical Property:

• Boiling Point: 284.257 °C at 760 mmHg
• PKA: 10.81±0.20(Predicted)
• Flash Point: 125.715 °C
• PSA: 24.92000
• Density: 1.069 g/cm³
• LogP: 1.57770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• 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:

99% ^*data from raw suppliers

1,2,3,4-tetrahydro-1,8-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(NC1)N=CC=C2

Technology Process of 1,2,3,4-Tetrahydro-1,8-naphthyridine

There total 8 articles about 1,2,3,4-Tetrahydro-1,8-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: 99.0%

ethanol (64-17-5) + (2-amino-3-pyridinyl)methanol (23612-57-9) → 1,2,3,4-tetrahydro-1,8-naphthyridine (13623-87-5)

Guidance literature:

With nanosized Ni particles supported on Ni- and Al-containing layered double oxides; at 120 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.9b03245

Reference yield: 87.0%

1,8-naphthyridine (254-60-4) → 1,2,3,4-tetrahydro-1,8-naphthyridine (13623-87-5)

Guidance literature:

With C₂₃H₂₁MnN₂O₃P⁽¹⁺⁾*Br^(1-); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 120 ℃; for 16h; under 60006 Torr; Autoclave;

Reference yield: 83.0%

3-(2-aminopyridin-3-yl)propan-1-ol → 1,2,3,4-tetrahydro-1,8-naphthyridine (13623-87-5)

Guidance literature:

With C₃₀H₂₉BrMnNO₂P₂; potassium-t-butoxide; In toluene; at 135 ℃; for 24h; chemoselective reaction; Inert atmosphere; Glovebox; Sealed tube; Darkness;

DOI:10.1021/acs.organomet.2c00027

upstream raw materials:

decahydro-[1,8]naphthyridine

2,4-dichloro-[1,8]naphthyridine

1,8-naphthyridine

3-(3-pyridyl)propan-1-ol

Downstream raw materials:

1-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

1-([1-[(2,5-dichlorophenyl)methoxy]cyclopropyl]carbonyl)-1,2,3,4-tetrahydro-1,8-naphthyridine trifluoroacetate

benzyl (E)-3-[8-(tert-butoxycarbonyl)-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl]acrylate

6-bromo-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Abe, Naoya,Chaudhari, Chandan,Ikeda, Yasuyuki,Kitagawa, Hiroshi,Kusuda, Kohei,Matsumura, Syo,Nagaoka, Katsutoshi,Nishida, Yoshihide,Sato, Katsutoshi,Terada, Kenji,Toriyama, Takaaki,Yamamoto, Tomokazu. "Chemoselective hydrogenation of heteroarenes and arenes by Pd-Ru-PVP under mild conditions". . p. 44191 - 44195. Retrieved 2020/12/25.
• 2、 Zhang, Jian,An, Zhe,Zhu, Yanru,Shu, Xin,Song, Hongyan,Jiang, Yitao,Wang, Wenlong,Xiang, Xu,Xu, Linlin,He, Jing. "Ni0/Niδ+ Synergistic Catalysis on a Nanosized Ni Surface for Simultaneous Formation of C-C and C-N Bonds". . p. 11438 - 11446. Retrieved 2019/11/21.