875548-97-3

Basic information

• Product Name: 4'-FLUORO-2'-METHOXY-5'-ISOPROPYL-4-TRIFLUOROMETHYL-1,1'-BIPHENYL-2-METHANOL
• Synonyms: 4'-FLUORO-2'-METHOXY-5'-ISOPROPYL-4-TRIFLUOROMETHYL-1,1'-BIPHENYL-2-METHANOL;(4'-fluoro-5'-isopropyl-2'-Methoxy-4-(trifluoroMethyl)-[1,1'-biphenyl]-2-yl)Methanol;(4'-fluoro-5'-isopropyl-2'-Methoxy-4-(trifluoroMethyl)biphenyl-2-yl)Methanol;4'-Fluoro-2'-methoxy-5'-(1-methylethyl)-4-(trifluoromethyl)-[1,1'-biphenyl]-2-methanol;[1,1'-Biphenyl]-2-Methanol, 4'-fluoro-2'-Methoxy-5'-(1-Methylethyl)-4-(trifluoroMethyl)-;{2-[4-fluoro-2-methoxy-5-(propan-2-yl)phenyl]-5-(trifluoromethyl)phenyl}methanol;Anacetrapib Intermediate 5
• CAS NO: 875548-97-3
• Molecular Formula: C₁₈H₁₈F₄O₂
• Molecular Weight: 342.3279328
• Product Categories: Anacetrapib;MK 0859
• Mol File: 875548-97-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 364.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.221±0.06 g/cm3 (20 ºC 760 Torr)
• PKA: 14.01±0.10(Predicted)
• CAS DataBase Reference: 4'-FLUORO-2'-METHOXY-5'-ISOPROPYL-4-TRIFLUOROMETHYL-1,1'-BIPHENYL-2-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-FLUORO-2'-METHOXY-5'-ISOPROPYL-4-TRIFLUOROMETHYL-1,1'-BIPHENYL-2-METHANOL(875548-97-3)
• EPA Substance Registry System: 4'-FLUORO-2'-METHOXY-5'-ISOPROPYL-4-TRIFLUOROMETHYL-1,1'-BIPHENYL-2-METHANOL(875548-97-3)

Safety Data

• Hazardous Substances Data: 875548-97-3(Hazardous Substances Data)

Usage

General Description

4'-Fluoro-2'-methoxy-5'-isopropyl-4-trifluoromethyl-1,1'-biphenyl-2-methanol is a complex chemical compound with a biphenyl structure that contains a fluorine atom, a methoxy group, an isopropyl group, and a trifluoromethyl group. It also has a hydroxyl group attached to one of the benzene rings. 4'-Fluoro-2'-methoxy-5'-isopropyl-4-trifluoromethyl-1,1'-biphenyl-2-methanol has potential applications in the field of organic chemistry and pharmaceuticals due to its unique structural features. Additionally, the presence of fluorine and trifluoromethyl groups make this compound an important candidate for medicinal chemistry synthesis, as these elements are known to enhance the bioavailability and metabolic stability of drug molecules. Further research and studies on this compound could reveal its potential as a building block for novel drug molecules with improved pharmacological properties.

Upstream product

• 875446-29-0 [4-fluoro-2-methoxy-5-(propan-2-yl)phenyl]boronic acid 
• 64372-62-9 (2-chloro-5-(trifluoromethyl)phenyl)methanol 
• 1072951-42-8 2-methoxycarbonyl-4-trifluromethylphenylboronic acid 
• 1370452-47-3 methyl 4'-fluoro-5'-(isopropyl)-2'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxylate 
• 1383676-72-9 C₁₀H₁₂BrFMgO 
• 944317-92-4 1-bromo-4-fluoro-2-methoxy-5-(propan-2-yl)-benzene 
• 869725-53-1 (2-bromo-5-(trifluoromethyl)phenyl)methanol 
• 578-57-4 2-bromoanisole 
• 454-92-2 3-(trifluoromethyl)benzoic acid 
• 121-50-6 3-amino-4-chlorobenzotrifluoride 
• 75-07-0 acetaldehyde 
• 82386-89-8 2-chloro-5-(trifluoromethyl)benzaldehyde 
• 1383814-83-2 4-fluoro-2-methoxy-5-(2-propenyl)phenylboronic acid 
• 1383814-82-1 1-bromo-4-fluoro-2-methoxy-5-(1-methylvinyl)benzene 

Downstream Products

• 875549-49-8 (+)-(5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,4-dimethyl-1,3-oxazolidin-2-one 
• 1312671-81-0 (-)-(5S)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,4-dimethyl-1,3-oxazolidin-2-one 
• 1312671-76-3 (+)-(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,5-dimethyl-1,3-oxazolidin-2-one 
• 1312671-75-2 5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-2'-methoxy-5'-(propan-2-yl)-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4,4-dimethyl-1,3-oxazolidin-2-one 
• 875446-37-0 anacetrapib 
• 1620289-77-1 (1R,2S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-[(E)-({2-[4-fluoro-2-methoxy-5-(propan-2-yl)phenyl]-5-(trifluoromethyl)phenyl}methylidene)amino]propan-1-ol 
• 1220703-07-0 (1R,2S)-1-[3,5-bis(trifluoromethyl)phenyl]-2-[({2-[4-fluoro-2-methoxy-5-(propan-2-yl)phenyl]-5-(trifluoromethyl)phenyl}methyl)amino]propan-1-ol 
• 875548-98-4 2'-(bromomethyl)-4-fluoro-2-methoxy-5-(propan-2-yl)-4'-(trifluoromethyl)biphenyl 
• 875551-28-3 2'-(chloromethyl)-4-fluoro-5-isopropyl-2-methoxy-4'-(trifluoromethyl)biphenyl 

Relevant articles and documents

Pd-Catalysed direct C(sp2)-H fluorination of aromatic ketones: Concise access to anacetrapib

The Pd-cataylsed direct ortho-C(sp2)-H fluorination of aromatic ketones has been developed for the first time. The reaction features good regioselectivity and simple operations, constituting an alternative shortcut to access fluorinated ketones. A concise synthesis of anacetrapib has also been achieved by using late-stage C-H fluorination as a key step.

Preparation method of Anacetrapib

The invention relates to a preparation method of a compound represented by the formula (I). The preparation method comprises the following steps: (1) reacting 2-chloro-5-trifluoromethyl-aniline (II) with (4-fluoro-5-isopropyl-2-methoxyphenyl)boric acid (III) to obtain 2-(4-fluoro-5-isopropyl-20methoxyphenyl)-5-trifluoromethyl-aniline (formula IV); (2) reacting the compound (formula IV) with tert-butyl nitrite, acetaldehyde, and alkalis to obtain 2-(4-fluoro-5-isopropyl-2-methoxyphenyl)-5-trifluoromethyl-benzyl alcohol (formula V); (3) reacting the compound (formula V) with a halogenation reagent, and then adding (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidine-2-one (VI) into the reaction mixture to carry out reactions so as to obtain (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[4'-fluoro-5'-isoproypyl-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4-methyl-1,3-oxazolidine-2-one represented by the formula (I), namely Anacetrapib.

PROCESS FOR PREPARATION OF ANACETRAPIB AND INTERMEDIATES THEREOF

The present invention relates to a novel process for the preparation of anacetrapib. The present invention also relates to novel intermediate or its salt and its use in the preparation of anacetrapib.