3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one

Base Information

• Chemical Name: 3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one
• CAS No.: 221349-88-8
• Molecular Formula: C₁₇H₁₈N₂O₂
• Molecular Weight: 282.342
• Mol file: 221349-88-8.mol

Synonyms:3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one

Chemical Property of 3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one

There total 5 articles about 3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one 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:

(E)-2-Benzyl-3-(2-methoxy-6-methyl-3-nitro-pyridin-4-yl)-acrylic acid methyl ester (221349-87-7) → 3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one (221349-88-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 55 ℃;

DOI:10.1016/S0960-894X(00)00170-0

Reference yield:

ethyl 6-methyl-3-nitro-2-oxo-1,2-dihydropyridine-4-carboxylate (70026-89-0) → 3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one (221349-88-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / CH₂Cl₂ / Heating

2: Dibal-H / CH₂Cl₂

3: (COCl)2; DMSO; Et₃N

4: NaH / tetrahydrofuran

5: H₂ / Pd/C / methanol / 55 °C

With oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 1: protection / 2: Reduction / 3: Oxidation / 4: Horner-Emmons reaction / 5: Reduction;

DOI:10.1016/S0960-894X(00)00170-0

Reference yield:

2-methoxy-6-methyl-3-nitro-pyridine-4-carbaldehyde (221349-79-7) → 3-benzyl-8-methoxy-6-methyl-3,4-dihydro-1H-[1,7]naphthyridin-2-one (221349-88-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran

2: H₂ / Pd/C / methanol / 55 °C

With hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; 1: Horner-Emmons reaction / 2: Reduction;

DOI:10.1016/S0960-894X(00)00170-0

upstream raw materials:

(E)-2-Benzyl-3-(2-methoxy-6-methyl-3-nitro-pyridin-4-yl)-acrylic acid methyl ester

ethyl 6-methyl-3-nitro-2-oxo-1,2-dihydropyridine-4-carboxylate

2-methoxy-6-methyl-3-nitro-pyridine-4-carbaldehyde

(2-methoxy-6-methyl-3-nitro-pyridin-4-yl)-methanol

Downstream raw materials:

3-benzyl-6-methyl-1,3,4,7-tetrahydro-[1,7]naphthyridine-2,8-dione