ChemicalBook CAS DataBase List 3-Bromo-1,5-naphthyridine

3-Bromo-1,5-naphthyridine synthesis

9synthesis methods

Product Name:3-Bromo-1,5-naphthyridine
CAS Number:17965-71-8
Molecular formula:C8H5BrN2
Molecular Weight:209.04

254-79-5 Synthesis

254-79-5
189 suppliers
$8.00/250mg

17965-71-8
130 suppliers
$27.00/100mg

Yield:17965-71-8 55%

Reaction Conditions:

with bromine;sodium acetate in acetic acid at 85; for 5 h;

Steps:

3-Bromo-1,5-naphthyridine (5)
3-Bromo-1,5-naphthyridine (5) To a stirring solutionof compound 4 (2.7 g, 20.76 mmol) and NaOAc(3.41 g,41.52 mmol) in 10 mL glacial AcOH at 85°C was added a solution of Br₂ (1 M) in AcOH (35 mL) for 5 h,then cooled to room temperature and concentrated in vacuum to remove AcOH.Purification by chromatography (PE/EA = 2:1) provided compound 5 (2.36 g, 55%) as a whitesolid. MP: 107~108°C (Ref.² 108~109°C).¹H NMR (400 MHz,CDCl₃): δ 8.96 (d, J = 2.1 Hz, 2H), 8.56 (s, 1H), 8.36 (d, J = 8.5 Hz, 1H), 7.69-7.56 (m, 1H).

References:

Wu, Jing-Fang;Liu, Ming-Ming;Huang, Shao-Xu;Wang, Yang [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 16,art. no. 22772,p. 3251 - 3255] Location in patent:supporting information

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