AKOS MSC-0782

Base Information

• Chemical Name: AKOS MSC-0782
• CAS No.: 64622-16-8
• Molecular Formula: C7H4BrClO
• Molecular Weight: 219.465
• Hs Code.: 2913000090
• Mol file: 64622-16-8.mol

Synonyms:2-bromo-6-chlorobenzaldehyde;

Chemical Property of AKOS MSC-0782

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Melting Point: 74-76℃
• Boiling Point: 258.819oC at 760 mmHg
• Flash Point: 110.33oC
• PSA: 17.07000
• Density: 1.698g/cm3
• LogP: 2.91500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99%, ^*data from raw suppliers

2-Bromo-6-chlorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of AKOS MSC-0782

There total 6 articles about AKOS MSC-0782 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: 98.0%

ortho-bromobenzaldehyde (6630-33-7) → 2-bromo-6-chlorobenzaldehyde (64622-16-8)

Guidance literature:

With N-chloro-succinimide; palladium diacetate; silver trifluoroacetate; anthranilic acid; trifluoroacetic acid; In 1,2-dichloro-ethane; at 60 ℃; for 24h; Sealed tube;

DOI:10.1021/jacs.6b11188

Reference yield: 96.0%

2-chloro-benzaldehyde (89-98-5) → 2-bromo-6-chlorobenzaldehyde (64622-16-8)

Guidance literature:

With N-Bromosuccinimide; palladium diacetate; silver trifluoroacetate; toluene-4-sulfonic acid; trifluoroacetic acid; 4-Nitroanthranilic acid; In 1,2-dichloro-ethane; at 90 ℃; for 24h; Sealed tube;

DOI:10.1021/jacs.6b11188

Reference yield: 87.0%

1-bromo-3-chlorobenzene (108-37-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-bromo-6-chlorobenzaldehyde (64622-16-8)

Guidance literature:

1-bromo-3-chlorobenzene; With lithium diisopropyl amide; In tetrahydrofuran; at -70 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; water; Acidic conditions;

DOI:10.1021/op4001077

upstream raw materials:

2-bromo-6-chlorotoluene

1-bromo-3-chlorobenzene

N,N-dimethyl-formamide

2-chloro-benzaldehyde

Downstream raw materials:

3-(2-bromo-6-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid

3-chloro-2-carbaldehyde phenylboronic acid

2-chloro-6-(4-pyridyl)benzaldehyde

ethyl (Z)-2-bromo-3-(2-bromo-6-chlorophenyl)acrylate

Refernces

• 1、 Yong, Qiyun,Sun, Bing,Zhang, Fang-Lin. "Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy". supporting information. . Retrieved 2019/11/03.
• 2、 Dou?ová, Hana,R??i?ková, Zdeňka,?im?nek, Petr. "Synthesis of N-Substituted Condensed Tetrahydropyridine-Based Enaminones via Palladium-Catalyzed Intramolecular C–N Cross-coupling". supporting information. p. 670 - 684. Retrieved 2018/01/22.