4-BroMo-6-Methoxy-[1,5]naphthyridine-3-carboxylic acid

Base Information

• Chemical Name: 4-BroMo-6-Methoxy-[1,5]naphthyridine-3-carboxylic acid
• CAS No.: 724788-65-2
• Molecular Formula: C₁₀H₇BrN₂O₃
• Molecular Weight: 283.081
• Hs Code.: 2933990090
• Mol file: 724788-65-2.mol

Synonyms:1,5-Naphthyridine-3-carboxylic acid,4-bromo-6-methoxy;

Chemical Property of 4-BroMo-6-Methoxy-[1,5]naphthyridine-3-carboxylic acid

Chemical Property:

• PSA: 72.31000
• LogP: 2.09910
• Storage Temp.: 2-8°C

Purity/Quality:

95% ^*data from raw suppliers

4-Bromo-6-methoxy-1,5-naphthyridine-3-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BroMo-6-Methoxy-[1,5]naphthyridine-3-carboxylic acid

There total 6 articles about 4-BroMo-6-Methoxy-[1,5]naphthyridine-3-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: 100.0%

ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate (724788-64-1) → 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylic acid (724788-65-2)

Guidance literature:

ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate; With sodium hydroxide; water; In tetrahydrofuran;

With hydrogenchloride; water; In tetrahydrofuran; pH=2 - 6;

Reference yield:

6-methoxy-pyridin-3-ylamine (6628-77-9) → 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylic acid (724788-65-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 4 h / Reflux

2: phosphorus tribromide / N,N-dimethyl-formamide

3: sodium hydroxide / tetrahydrofuran; water / 18 h / 20 °C

With phosphorus tribromide; sodium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.09.117

Reference yield:

diethyl {[(6-methoxypyridin-3-yl)amino]methylidene}propanedioate (53241-90-0) → 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylic acid (724788-65-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diphenylether / 0.08 h / 260 °C

2: phosphorus tribromide / N,N-dimethyl-formamide / 2.5 h / 20 °C / Cooling

3: sodium hydroxide / tetrahydrofuran / 3 h / 20 °C

With diphenylether; phosphorus tribromide; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; 3: |Curtius Rearrangement;

DOI:10.1021/ml500069w

upstream raw materials:

ethyl 4-bromo-6-methoxy-1,5-naphthyridine-3-carboxylate

6-methoxy-pyridin-3-ylamine

ethyl 6-methoxy-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxylate

diethyl {[(6-methoxypyridin-3-yl)amino]methylidene}propanedioate

Downstream raw materials:

4-bromo-6-(methyloxy)-1,5-naphthyridin-3-amine

t-butyl 4-bromo-6-methoxy-1,5-naphthyridine-3-yl-carbamate

(4-bromo-6-methoxy-[1,5]naphthyridin-3-ylamino)carbamic acid tert-butyl ester

8-bromo-7-fluoro-2-methoxy-1,5-naphthyridine

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