ChemicalBook CAS DataBase List 4-(5-isopropoxy-2-Methyl-4-nitrophenyl)pyridine

4-(5-isopropoxy-2-Methyl-4-nitrophenyl)pyridine synthesis

7synthesis methods

Product Name:4-(5-isopropoxy-2-Methyl-4-nitrophenyl)pyridine
CAS Number:1032903-62-0
Molecular formula:C15H16N2O3
Molecular Weight:272.3

1-Chloro-5-isopropoxy-2-methyl-4-nitrobenzene

1032903-50-6
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$6.00/100mg

1692-15-5 Synthesis

1692-15-5
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4-(5-isopropoxy-2-Methyl-4-nitrophenyl)pyridine

1032903-62-0
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$13.00/250mg

Yield: 81%

Reaction Conditions:

with dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane;tris-(dibenzylideneacetone)dipalladium⁽⁰⁾;C₃₁H₄₄ClN₇O₃S in 1,4-dioxane;water at 120; for 0.666667 h;Microwave irradiation;Inert atmosphere;

Steps:

54.1 Step 1: 4-(5-isopropoxy-2-methyl-4-nitrophenyl) pyridine
Step 1:
4-(5-isopropoxy-2-methyl-4-nitrophenyl) pyridine
1-chloro-5-isopropoxy-2-methyl-4-nitrobenzene (0.85g, 3.7mmol), 4-pyridine boronic acid (0.5g, 4.1mmol), tris (dibenzylideneacetone) dipalladium (0.34g, 0.37mmol), 2-dicyclohexyl phosphino-2 ', 6'-dimethoxy-biphenyl (S-phos) (0.38g, 0.93mmol), potassium phosphate trihydrate (2g, 7.51mmol), 1,4-dioxane (6mL) and water (3mL) were added to a 20mL microwave tube.
The reaction mixture was heated up to 120°C by microwave under the protection of nitrogen and stirred for 40 minutes.
After completion of the reaction, the reaction solution was added with ethyl acetate, washed with saturated brine, dried and concentrated.
The thus obtained crude product was separated and purified by column chromatography (silica gel column, eluent: ethyl acetate/petroleum ether, gradient:
0～50% ethyl acetate) to obtain the title compound (yellow solid, 0.81g, 81%).
(MS: [M+1] 273.1)

References:

Beijing Pearl Biotechnology Limited Liability Company;DONG, Jiaqiang;ZHONG, Boyu;YUAN, Hongbin;SHI, Quan;CHU, Shaosong;ZHANG, Deyi;ZHANG, Ruihao EP3150592, 2017, A1 Location in patent:Paragraph 0211; 0212; 0213

1032903-50-6
147 suppliers
$6.00/100mg