2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine

Base Information

• Chemical Name: 2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine
• CAS No.: 861046-07-3
• Molecular Formula: C₉H₁₂N₂
• Molecular Weight: 148.208
• Mol file: 861046-07-3.mol

Synonyms:2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine

Chemical Property of 2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine

There total 2 articles about 2-methyl-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: 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

Reference yield:

2-methyl-[1,8]naphthyridine (1569-16-0) → 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:

With palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃; for 23h; under 3102.97 Torr; Inert atmosphere;

Reference yield: 67.0%

2-methyl-1,2,3,4-tetrahydro-1,8-naphthyridine (861046-07-3) + benzaldehyde (100-52-7) → (E)-2-styryl-1,8-naphthyridine (85191-50-0)

Guidance literature:

With oxygen; 4-nitro-benzoic acid; In para-xylene; at 120 ℃; for 16h; chemoselective reaction;

DOI:10.1002/cctc.201800202

upstream raw materials:

(2-amino-3-pyridinyl)methanol

isopropyl alcohol

2-methyl-[1,8]naphthyridine

Downstream raw materials:

2-aminopyridin-3-carboxylic acid

(E)-2-styryl-1,8-naphthyridine

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.