ChemicalBook CAS DataBase List 2-METHYL-BIPHENYL-3-YLAMINE(WXC08862)

2-METHYL-BIPHENYL-3-YLAMINE(WXC08862) synthesis

6synthesis methods

Product Name:2-METHYL-BIPHENYL-3-YLAMINE(WXC08862)
CAS Number:172975-98-3
Molecular formula:C13H13N
Molecular Weight:183.25

55289-36-6 Synthesis

55289-36-6
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24388-23-6 Synthesis

(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE

24388-23-6
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172975-98-3
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Yield:172975-98-3 950 mg

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂;potassium carbonate in 1,4-dioxane;water; for 1.5 h;Inert atmosphere;Reflux;

Steps:

191.1 Step 1: Preparation of 2-methyl- [1, 1'-biphenyl] -3-amine (M11)

A mixture of 3-bromo-2-methylaniline (1.000g) , 4, 4, 5, 5-tetramethyl-2-phenyl-1, 3, 2-dioxaborolane (1.320g) and Potassium carbonate (1.480g) in 1, 4-dioxane (14.8mL) and water (1.0mL) was purged with nitrogen for 10min. [1, 1'-Bis (diphenylphosphino) ferrocene] -dichloropalladium DCM adduct (27mg) was added, the mixture was purged for another 5min then was heated at reflux for 1.5hrs. The mixture was cooled and filtered through Celite. The solids were washed with EtOAc, and the combined filtrates were washed with water and brine, and dried and concentrated. The residue was purified by column chromatography (eluting with hexane-EtOAc using a gradient from 20: 1 to 25: 1) . 2-methyl- [1, 1'-biphenyl] -3-amine (compound M11) as a light yellow waxy solid (950mg) .

References:

WO2019/192506,2019,A1 Location in patent:Page/Page column 69

55289-36-6 Synthesis

55289-36-6
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98-80-6 Synthesis