64622-16-8

Basic information

• Product Name: AKOS MSC-0782
• Synonyms: AKOS MSC-0782;2-BROMO-6-CHLOROBENZALDEHYDE;Benzaldehyde, 2-broMo-6-chloro-;2-Bromo-6-chlorobenzaldehyde≥ 98% (GC)
• CAS NO: 64622-16-8
• Molecular Formula: C₇H₄BrClO
• Molecular Weight: 219.47
• Mol File: 64622-16-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 74-76℃
• Boiling Point: 258.819°C at 760 mmHg
• Flash Point: 110.33°C
• Appearance: /Solid
• Density: 1.698g/cm³
• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: AKOS MSC-0782(CAS DataBase Reference)
• NIST Chemistry Reference: AKOS MSC-0782(64622-16-8)
• EPA Substance Registry System: AKOS MSC-0782(64622-16-8)

Safety Data

• Hazardous Substances Data: 64622-16-8(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white crystalline powder

Uses

2-Bromo-6-chlorobenzaldehyde plays an important role as a linker, which provides higher selectivity and reactivity in the Buchwald C-N bond forming reaction in order to prepare Bruton's tyrosine kinase inhibitor.

InChI:InChI=1/C7H4BrClO/c8-6-2-1-3-7(9)5(6)4-10/h1-4H

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 89-98-5 2-chloro-benzaldehyde 
• 62356-27-8 2-bromo-6-chlorotoluene 
• 108-37-2 1-bromo-3-chlorobenzene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1673-76-3 3-(2-bromo-6-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid 
• 928048-11-7 3-chloro-2-carbaldehyde phenylboronic acid 
• 793706-90-8 2-chloro-6-(4-pyridyl)benzaldehyde 
• 1243602-09-6 ethyl (Z)-2-bromo-3-(2-bromo-6-chlorophenyl)acrylate 
• 1243601-90-2 1-bromo-2-[(E)-2-bromovinyl]-3-chlorobenzene 
• 1263357-63-6 C₁₆H₁₈BrClN₂O₃ 
• 1263357-62-5 C₁₅H₁₆BrClN₂O₃ 
• 1296216-50-6 benzyl 2-(2-bromo-6-chlorophenyl)-1,2,3,6-tetrahydropyridine-1(2H)-carboxylate 
• 1296216-53-9 10-(4-(trifluoromethyl)phenyl)-1,10b-dihydropyrido[2,1-a]isoindol-6(4H)-one 
• 1296216-54-0 10-(4-methoxy-phenyl)-1,10b-dihydro-4H-pyrido[2,1-a]isoindol-6-one 
• 1296216-56-2 10-(4-trifluoromethyl-phenyl)-1,3,4,10b-tetrahydro-2H-pyrido[2,1-a]isoindol-6-one 
• 1296216-47-1 allyl-[1-(2-bromo-6-chloro-phenyl)-but-3-enyl]-carbamic acid benzyl ester 
• 1296216-84-6 2-(2-bromo-6-chloro-phenyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid benzylester 
• 1296216-87-9 7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester 

Relevant articles and documents

Discovery of N-(Indazol-3-yl)piperidine-4-carboxylic Acids as ROR?3t Allosteric Inhibitors for Autoimmune Diseases

The clinical success of anti-IL-17 monoclonal antibodies (i.e., Cosentyx and Taltz) has validated Th17 pathway modulation for the treatment of autoimmune diseases. The nuclear hormone receptor RORγt is a master regulator of Th17 cells and affects the prod

Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy

A facile and efficient monodentate transient directing group strategy was developed to enable the palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes. A broad scope of benzaldehydes were transformed into the desired products by employing 2-amino-5-chlorobenzotrifluoride as a monodentate transient directing group, demonstrating good functional group tolerance. Mild reaction conditions and no requirement for a silver salt are also features of this strategy.

Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups

Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation, could be achieved on benzaldehyde substrates. The transient directing groups formed in situ via imine linkage can override other coordinating functional groups capable of directing C-H activation or catalyst poisoning, significantly expanding the scope for metal-catalyzed C-H functionalization of benzaldehydes. The utility of this approach is demonstrated through multiple applications, including late-stage diversification of a drug analogue.