4,8-bis(4-methoxyphenyl)-1,5-naphthyridine

Base Information

• Chemical Name: 4,8-bis(4-methoxyphenyl)-1,5-naphthyridine
• CAS No.: 1393914-81-2
• Molecular Formula: C₂₂H₁₈N₂O₂
• Molecular Weight: 342.397
• Mol file: 1393914-81-2.mol

Synonyms:4,8-bis(4-methoxyphenyl)-1,5-naphthyridine

Chemical Property of 4,8-bis(4-methoxyphenyl)-1,5-naphthyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,8-bis(4-methoxyphenyl)-1,5-naphthyridine

There total 10 articles about 4,8-bis(4-methoxyphenyl)-1,5-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: 72.7%

4,8-dibromo-1,5-naphthyridine (1393914-91-4) + 4-methoxyphenylboronic acid (5720-07-0) → 4,8-bis(4-methoxyphenyl)-1,5-naphthyridine (1393914-81-2)

Guidance literature:

With palladium diacetate; potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c2ob25926e

Reference yield:

4-hydroxy-3-nitropyridine (5435-54-1) → 4,8-bis(4-methoxyphenyl)-1,5-naphthyridine (1393914-81-2)

Guidance literature:

Multi-step reaction with 8 steps

1: methanol / 0 °C / Inert atmosphere

2: hydrogenchloride; iron / methanol; water / Inert atmosphere

3: toluene / Reflux; Inert atmosphere

4: diphenylether / 0.42 h / Reflux; Inert atmosphere

5: hydrogen bromide / Reflux; Inert atmosphere

6: quinoline / Reflux; Inert atmosphere

7: phosphorus(V) oxybromide / acetonitrile / 6 h / 80 - 170 °C / Inert atmosphere

8: palladium diacetate; potassium carbonate / water; N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

With quinoline; hydrogenchloride; hydrogen bromide; palladium diacetate; iron; potassium carbonate; phosphorus(V) oxybromide; In methanol; diphenylether; water; N,N-dimethyl-formamide; toluene; acetonitrile; 8: Suzuki coupling;

DOI:10.1039/c2ob25926e

Reference yield:

4-methoxy-3-nitro-pyridine (31872-62-5) → 4,8-bis(4-methoxyphenyl)-1,5-naphthyridine (1393914-81-2)

Guidance literature:

Multi-step reaction with 7 steps

1: hydrogenchloride; iron / methanol; water / Inert atmosphere

2: toluene / Reflux; Inert atmosphere

3: diphenylether / 0.42 h / Reflux; Inert atmosphere

4: hydrogen bromide / Reflux; Inert atmosphere

5: quinoline / Reflux; Inert atmosphere

6: phosphorus(V) oxybromide / acetonitrile / 6 h / 80 - 170 °C / Inert atmosphere

7: palladium diacetate; potassium carbonate / water; N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

With quinoline; hydrogenchloride; hydrogen bromide; palladium diacetate; iron; potassium carbonate; phosphorus(V) oxybromide; In methanol; diphenylether; water; N,N-dimethyl-formamide; toluene; acetonitrile; 7: Suzuki coupling;

DOI:10.1039/c2ob25926e

upstream raw materials:

pyridin-4-ol

4-methoxypyridin-3-amine

1-bromo-4-methoxy-benzene

4,8-dibromo-1,5-naphthyridine