2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate

Base Information

• Chemical Name: 2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate
• CAS No.: 161987-62-8
• Molecular Formula: C₁₉H₁₇BrN₂O₃
• Molecular Weight: 401.26
• Mol file: 161987-62-8.mol

Synonyms:

Chemical Property of 2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate

There total 6 articles about 2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate 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:

2-(pivaloylamino)pyridine (86847-59-8) → 2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate (161987-62-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 60 percent / 1.6 M n-butyl lithium in hexane / tetrahydrofuran / 1 h / -40 °C

2: 100 percent / 3 N aqueous hydrochloric acid / 14 h / Heating

3: 63 percent / potassium hydroxide / 14 h / 110 °C

4: 74 percent / sodium hydride / dimethylformamide / 1 h / 0 °C

5: 2 N aqueous potassium hydroxide / ethanol / 14 h / 90 °C

6: 1.) thionyl chloride / 1.) THF, reflux, 2 h, 2.) THF, room temperature, 2 h

With hydrogenchloride; potassium hydroxide; n-butyllithium; thionyl chloride; sodium hydride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(94)00922-H

Reference yield:

1-(2-amino-3-pyridinyl)-1-ethanone (65326-33-2) → 2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate (161987-62-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / potassium hydroxide / 14 h / 110 °C

2: 74 percent / sodium hydride / dimethylformamide / 1 h / 0 °C

3: 2 N aqueous potassium hydroxide / ethanol / 14 h / 90 °C

4: 1.) thionyl chloride / 1.) THF, reflux, 2 h, 2.) THF, room temperature, 2 h

With potassium hydroxide; thionyl chloride; sodium hydride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(94)00922-H

Reference yield:

1-(2-pivaloylaminopyridin-3-yl)ethanone (161987-58-2) → 2-bromoethyl 1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylate (161987-62-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / 3 N aqueous hydrochloric acid / 14 h / Heating

2: 63 percent / potassium hydroxide / 14 h / 110 °C

3: 74 percent / sodium hydride / dimethylformamide / 1 h / 0 °C

4: 2 N aqueous potassium hydroxide / ethanol / 14 h / 90 °C

5: 1.) thionyl chloride / 1.) THF, reflux, 2 h, 2.) THF, room temperature, 2 h

With hydrogenchloride; potassium hydroxide; thionyl chloride; sodium hydride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(94)00922-H

upstream raw materials:

1-benzyl-4-methyl-1,8-naphthyridin-(1H)2-one-3-carboxylic acid

2-bromoethanol

2-(pivaloylamino)pyridine

1-(2-amino-3-pyridinyl)-1-ethanone