5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide

Base Information

Chemical Name:5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide
CAS No.:1407998-48-4
Molecular Formula:C₁₈H₁₇BrN₄O₂
Molecular Weight:401.263
Hs Code.:

Synonyms:5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide

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Chemical Property of 5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide

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Technology Process of 5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide

There total 4 articles about 5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide 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:

: 410542-68-6
8-hydroxy-1,6-naphthyridine-7-carboxylic acid methyl ester

: 1407998-48-4
5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: toluene / 20 h / Reflux

With N-Bromosuccinimide; In dichloromethane; toluene;
DOI:10.1021/jm300667v

Reference yield:

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

: 1407998-48-4
5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide

Guidance literature:: Multi-step reaction with 7 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: toluene / 20 h / Reflux

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

Reference yield:

: 412334-35-1
3-{[methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-pyridine-2-carboxylic acid isopropyl ester

: 1407998-48-4
5-bromo-8-hydroxy-N-(4-(dimethylamino)benzyl)-1,6-naphthyridine-7-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / 3 h / 0 - 20 °C

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

3: toluene / 20 h / Reflux

With N-Bromosuccinimide; In methanol; dichloromethane; toluene;
DOI:10.1021/jm300667v