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ChemicalBook CAS DataBase List 3',4',5'-trifluorobiphenyl-2-aMine

3',4',5'-trifluorobiphenyl-2-aMine synthesis

10synthesis methods
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Yield: 99%

Reaction Conditions:

with dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane;potassium carbonate;palladium dichloride in water;isopropyl alcohol at 25 - 85; for 5.25 h;Inert atmosphere;Reagent/catalyst;Temperature;

Steps:

II; III; IV; V; VI; VII; VIII; IX; X; XI; XII; XIII; XIV; 1; 2; 3; 4 Example III: (SPhos, K2CO3, IPA+H2O)
4 mg of palladium chloride (0.02 mmol, 0.02 mol%) and 70 mg of SPhos (0.171 mmol, 0.06 mol%) were dissolved in 50 ml of isopropyl alcohol (IPA): water solution (1:1) at 25°C, under nitrogen and stirred for 15 min to form a catalyst solution. 23.6 g of a potassium carbonate (0.171 mol, 1.5 eq), 20 g of a (3,4,5-trifluorophenyl)boronic acid (0.114 mol, 1eq) and 13.2 ml of a 2-chloroaniline (0.125 mol, l.1eq) were added to the catalyst solution. 100 ml of additional IPA:water solution (1:1) were used to transfer the starting materials completely. The reactor was heated to 85°C inner temperature for 5 h. The reactor was cooled to 25°C and the layers were separated. The organic phase was analyzed by GC area %: >99% calculated conversion towards the desired product 3,4,5-trifluoro-2'-aminobiphenyl.

References:

ADAMA MAKHTESHIM LTD. WO2021/14437, 2021, A1 Location in patent:Page/Page column 24-29

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