4-Chloro-2,3-difluorophenylboronic acid, pinacol ester

Base Information

• Chemical Name: 4-Chloro-2,3-difluorophenylboronic acid, pinacol ester
• CAS No.: 1116681-98-1
• Molecular Formula: C12H16BClF2O3
• Molecular Weight: 274.503
• Hs Code.: 2931900090
• Mol file: 1116681-98-1.mol

Synonyms:4-Chloro-2,3-difluorophenylboronic acid, pinacol ester

Chemical Property of 4-Chloro-2,3-difluorophenylboronic acid, pinacol ester

Chemical Property:

• PSA: 18.46000
• LogP: 2.91740

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-2,3-difluorophenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-Chloro-2,3-difluorophenylboronic acid, pinacol ester

Technology Process of 4-Chloro-2,3-difluorophenylboronic acid, pinacol ester

There total 6 articles about 4-Chloro-2,3-difluorophenylboronic acid, pinacol ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 3-chloro-1,2-difluorobenzene (36556-47-5) → 2-(4-chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1116681-98-1)

Guidance literature:

3-chloro-1,2-difluorobenzene; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexanes; at -78 - 20 ℃;

Reference yield:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 1-bromo-4-chloro-2,3-difluorobenzene (1000574-47-9) → 2-(4-chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1116681-98-1)

Guidance literature:

1-bromo-4-chloro-2,3-difluorobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 1h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 0 - 25 ℃; for 1h;

Reference yield:

3-chloro-1,2-difluorobenzene (36556-47-5) + bis(pinacol)diborane (73183-34-3) → 2-(4-chloro-2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1116681-98-1)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4′-bis-(trifluoromethyl)-2,2′-bipyridine; In tetrahydrofuran; at 50 ℃; for 16h; Inert atmosphere; Glovebox;

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

3-chloro-1,2-difluorobenzene

1-bromo-4-chloro-2,3-difluorobenzene

bis(pinacol)diborane

Downstream raw materials:

(2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

(2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

(2R)-4-[4-(4-chloro-2,3-difluorophenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)butanoic acid

methyl 6-amino-2-(4-chloro-2,3-difluorophenyl)-pyrimidine-4-carboxylate

Refernces

• 1、 Montgomery, Justin I.,Brown, Matthew F.,Reilly, Usa,Price, Loren M.,Abramite, Joseph A.,Arcari, Joel,Barham, Rose,Che, Ye,Chen, Jinshan Michael,Chung, Seung Won,Collantes, Elizabeth M.,Desbonnet, Charlene,Doroski, Matthew,Doty, Jonathan,Engtrakul, Juntyma J.,Harris, Thomas M.,Huband, Michael,Knafels, John D.,Leach, Karen L.,Liu, Shenping,Marfat, Anthony,McAllister, Laura,McElroy, Eric,Menard, Carol A.,Mitton-Fry, Mark,Mullins, Lisa,Noe, Mark C.,O'Donnell, John,Oliver, Robert,Penzien, Joseph,Plummer, Mark,Shanmugasundaram, Veerabahu,Thoma, Christy,Tomaras, Andrew P.,Uccello, Daniel P.,Vaz, Alfin,Wishka, Donn G.. "Pyridone methylsulfone hydroxamate LpxC inhibitors for the treatment of serious Gram-negative infections". . p. 1662 - 1670. Retrieved 2012/04/17.
• 2、 -. "2-(2-FLUORO-SUBSTITUTED PHENYL)-6-AMINO-5-CHLORO-4-PYRIMIDINECARBOXYLATES AND THEIR USE AS HERBICIDES". Page/Page column 7. . Retrieved 2009/03/07.