3-bromo-1,6-naphthyridin-5(6H)-one

Base Information

• Chemical Name: 3-bromo-1,6-naphthyridin-5(6H)-one
• CAS No.: 1260665-60-8
• Molecular Formula: C₈H₅BrN₂O
• Molecular Weight: 225.044
• Hs Code.: 2933599590
• Mol file: 1260665-60-8.mol

Synonyms:3-bromo-1,6-naphthyridin-5(6H)-one;3-bromo-5,6-dihydro-1,6-naphthyridin-5-one

Chemical Property of 3-bromo-1,6-naphthyridin-5(6H)-one

Chemical Property:

• Boiling Point: 452.5±45.0 °C(Predicted)
• PKA: 11.13±0.20(Predicted)
• PSA: 45.75000
• Density: 1.711±0.06 g/cm3(Predicted)
• LogP: 1.68560
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-1,6-naphthyridin-5(6H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3-Bromo-1,6-naphthyridin-5(6H)-one is a reagent used in the synthesis of pharmaceutical compounds containing a naphthyridin substructure.

Technology Process of 3-bromo-1,6-naphthyridin-5(6H)-one

There total 4 articles about 3-bromo-1,6-naphthyridin-5(6H)-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: 91.9%

1,3,5-Triazine (290-87-9) + ethyl 5-bromo-2-methyl-pyridine-3-carboxylate (129477-21-0) → 3-bromo-7,8-dihydro-l,6-naphthyridin-5(6H)-one (1260665-60-8)

Guidance literature:

1,3,5-Triazine; ethyl 5-bromo-2-methyl-pyridine-3-carboxylate; In dimethyl sulfoxide; at 22 - 45 ℃;

With caesium carbonate; sodium hydroxide; In dimethyl sulfoxide; at 80 ℃;

Reference yield: 56.0%

5-bromo-2-(2,2-dimethoxyethyl)nicotinamide → 3-bromo-7,8-dihydro-l,6-naphthyridin-5(6H)-one (1260665-60-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Reflux;

DOI:10.1016/j.bmcl.2015.05.082

Reference yield:

5-bromo-2-((trimethylsilyl)ethynyl)nicotinonitrile → 3-bromo-7,8-dihydro-l,6-naphthyridin-5(6H)-one (1260665-60-8)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / Reflux

2: sodium carbonate; dihydrogen peroxide / acetone; water / 20 °C

3: toluene-4-sulfonic acid / toluene / Reflux

With dihydrogen peroxide; sodium carbonate; toluene-4-sulfonic acid; In methanol; water; acetone; toluene;

DOI:10.1016/j.bmcl.2015.05.082

upstream raw materials:

1,3,5-Triazine

ethyl 5-bromo-2-methyl-pyridine-3-carboxylate

Downstream raw materials:

AMG 337

3-methoxy-1,6-naphthyridin-5(6H)-one

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