1,8-Naphthyridine,1,2,3,4-tetrahydro-7-methyl-(9CI)

Base Information

• Chemical Name: 1,8-Naphthyridine,1,2,3,4-tetrahydro-7-methyl-(9CI)
• CAS No.: 274676-47-0
• Molecular Formula: C₉H₁₂N₂
• Molecular Weight: 148.208
• Hs Code.: 2933990090
• Mol file: 274676-47-0.mol

Synonyms:2-Methyl-5,6,7,8-tetrahydro-1,8-naphthyridine;7-Methyl-1,2,3,4-tetrahydro-1,8-naphthyridine

Chemical Property of 1,8-Naphthyridine,1,2,3,4-tetrahydro-7-methyl-(9CI)

Chemical Property:

• Melting Point: 88-91℃
• Boiling Point: 334.1±15.0 °C(Predicted)
• PKA: 10.83±0.40(Predicted)
• PSA: 24.92000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.88610
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%Min ^*data from raw suppliers

7-Methyl-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:

Technology Process of 1,8-Naphthyridine,1,2,3,4-tetrahydro-7-methyl-(9CI)

There total 14 articles about 1,8-Naphthyridine,1,2,3,4-tetrahydro-7-methyl-(9CI) 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%

2-methyl-[1,8]naphthyridine (1569-16-0) → 7-methyl-1,2,3,4-tetrahydro-[1,8]naphthyridine (274676-47-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0960-894X(03)00102-1

Reference yield: 76.0%

C9H12N2O (1292955-81-7) → 7-methyl-1,2,3,4-tetrahydro-[1,8]naphthyridine (274676-47-0)

Guidance literature:

C₉H₁₂N₂O; With hydrogen; acetic acid; palladium 10% on activated carbon; In methanol; for 72h;

With sodium carbonate; In water; pH=~ 10;

Reference yield: 51.0%

(2-amino-3-pyridinyl)methanol (23612-57-9) + isopropyl alcohol (67-63-0,8013-70-5) → 2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine (861046-07-3) + 7-methyl-1,2,3,4-tetrahydro-[1,8]naphthyridine (274676-47-0)

Guidance literature:

isopropyl alcohol; With 2C₂₁H₂₂MnNO₃P⁽¹⁺⁾*Br^(1-)*0.5Br₄Mn^(2-); potassium hydride; at -5 ℃; for 0.0833333h; Inert atmosphere; Glovebox; Sealed tube;

(2-amino-3-pyridinyl)methanol; With potassium hydroxide; In 1,2-dimethoxyethane; at 120 ℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/acs.orglett.0c02905

upstream raw materials:

2-methyl-[1,8]naphthyridine

2-aminopyridine

2-Aminonicotinaldehyde

N-tert-butyl-2-aminopyridine

Downstream raw materials:

tert-butyl 7-(2-methoxy-2-oxoethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate

ethyl (S)-3-phenyl-4-[4-[2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)-1-ethoxy]phenyl]butanoate

2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethanol

2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethanol

Refernces

• 1、 Hofmann, Natalie,Homberg, Leonard,Hultzsch, Kai C.. "Synthesis of Tetrahydroquinolines via Borrowing Hydrogen Methodology Using a Manganese PN3Pincer Catalyst". supporting information. p. 7964 - 7970. Retrieved 2020/11/02.
• 2、 Xiong, Biao,Li, Ya,Lv, Wan,Tan, Zhenda,Jiang, Huanfeng,Zhang, Min. "Ruthenium-Catalyzed Straightforward Synthesis of 1,2,3,4-Tetrahydronaphthyridines via Selective Transfer Hydrogenation of Pyridyl Ring with Alcohols". supporting information. p. 4054 - 4057. Retrieved 2015/09/01.