ChemicalBook CAS DataBase List Anacetrapib

Anacetrapib synthesis

10synthesis methods

Product Name:Anacetrapib
CAS Number:875446-37-0
Molecular formula:C30H25F10NO3
Molecular Weight:637.51

2-Oxazolidinone, 5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-, (4S,5R)-

875444-08-9
131 suppliers
$55.00/250mg

4'-FLUORO-2'-METHOXY-5'-ISOPROPYL-4-TRIFLUOROMETHYL-1,1'-BIPHENYL-2-METHANOL

875548-97-3
53 suppliers
$327.00/1g

875446-37-0
188 suppliers
$15.00/1mg

Yield:875446-37-0 72%

Reaction Conditions:

Stage #1: (4'-fluoro-5'-isopropyl-2'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)methanolwith thionyl chloride in dichloromethane at 5 - 20;
Stage #2: (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-onewith tetra-(n-butyl)ammonium iodide;potassium carbonate in dichloromethane at 60;

Steps:

1.3

Take 100ml round mouth flask, add intermediate V and methylene chloride, cool to below 5 , stirring slowly dropping thionyl chloride.The resulting reaction mixture was incubated at 15-20 & lt; 0 & gt; C for 2-3 hours and the TLC monitoring reaction was complete.The mixture was stirred with water for 10 minutes, and the layers were allowed to stand apart. The aqueous layer was removed and compound VI was added to a 100 ml round bottom flask followed by tetrabutylammonium iodide, K₂CO₃, And the mixture was stirred at 60 ° C for 16-18 hours. TLC was used to monitor the reaction. After completion of the reaction, n-heptane and water were added under heat.The aqueous layer was discarded and the organic layer was washed with water (3 times) and concentrated to give a yellow liquid, which was added with ethanol: water (1: 20 by volume) and allowed to stand to give a white powder. The final product Compound).Yield 72%.

References:

CN106032362,2016,A Location in patent:Paragraph 0045-0048