397301-38-1

Usage

Uses

Used in Pharmaceutical Industry:
1,1'-(2-Bromoethylidene)bis[2,3-dichloro-4-methoxy-benzene is used as an intermediate in the preparation of ethylidenebisaripiprazole, a compound with potential applications in the treatment of various medical conditions. Its role in the synthesis process is crucial for the development of effective medications.
Chemical Properties:
As a white solid, 1,1'-(2-Bromoethylidene)bis[2,3-dichloro-4-methoxy-benzene exhibits specific chemical properties that make it suitable for use in the pharmaceutical industry. Its structural features contribute to its reactivity and compatibility with other compounds during the synthesis of ethylidenebisaripiprazole and potentially other related compounds.

Upstream product

• 316382-53-3 bis-(2,3-dichloro-4-methoxy-phenyl)-acetic acid ethyl ester 
• 1984-59-4 2,3-dichloroanisole 
• 476014-22-9 2,2-bis-(2,3-dichloro-4-methoxy-phenyl)-ethanol 

Downstream Products

• 397301-41-6 C₁₆H₁₄Cl₄O₂ 

Relevant academic research and scientific papers

Synthetic study on the unique dimeric arylpiperazine: Access to the minor contaminant of aripiprazole

The dimeric derivative of Aripiprazole was synthesized via the two notable synthetic technologies as a key step: (1) efficient aldehyde bis-arylation by Bi(OTf)3 and (2) facile Wynberg amination at room temperature. The synthesis has established the structural identity with the minor contaminant sometimes present in Aripiprazole.

Some aspects of NaBH4 reduction in NMP

In our solvent optimization study of NaBH4 reduction, NMP was found to enhance the reactivity. A chemoselective debromination of the bromide and sulfonates can be attained in the new borohydride reagent system: NaBH4-LiOTf-NMP. This mixed system worked as an alternative to NaBH3CN and Bu3SnH for the SN2 type displacement of alkylbromide and sulfonate. Also mentioned is an expedient reduction of an azide group into amine by NaBH4 in NMP without any additive, which offers a convenient protocol for the direct transformation of halides into amines via azide in one flask. Some examples of other reductions were also presented.