5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid

Base Information

Chemical Name:5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid
CAS No.:1223081-71-7
Molecular Formula:C₁₆H₁₁BrFN₃O₂
Molecular Weight:376.185
Hs Code.:

Synonyms:5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid

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Chemical Property of 5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid

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Technology Process of 5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid

There total 7 articles about 5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid 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:

: 1223081-70-6
methyl 5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylate

: 1223081-71-7
5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm300667v

Reference yield:

: 699-98-9
Pyridine-2,3-dicarboxylic anhydride

: 1223081-71-7
5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 16 h / Reflux

2: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux

3: sodium tetrahydroborate / tetrahydrofuran / 0 °C

4: magnesium sulfate; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

5: methanol / 3 h / 0 - 20 °C

6: N-Bromosuccinimide / dichloromethane / 1 h / 20 °C

7: triethylamine / chloroform / 5.17 h / 50 °C

8: triethylamine / tetrahydrofuran / 8 h / Reflux

9: lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

With sodium tetrahydroborate; N-Bromosuccinimide; thionyl chloride; magnesium sulfate; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/jm300667v

Reference yield:

: 118892-74-3
3-hydroxymethyl-pyridine-2-carboxylic acid isopropyl ester

: 1223081-71-7
5-bromo-8-((4-fluorobenzyl)amino)-1,6-naphthyridine-7-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: magnesium sulfate; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

2: methanol / 3 h / 0 - 20 °C

3: N-Bromosuccinimide / dichloromethane / 1 h / 20 °C

4: triethylamine / chloroform / 5.17 h / 50 °C

5: triethylamine / tetrahydrofuran / 8 h / Reflux

6: lithium hydroxide / tetrahydrofuran / 20 °C / Inert atmosphere

With N-Bromosuccinimide; magnesium sulfate; triethylamine; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/jm300667v