1069114-89-1

Basic information

• Product Name: methyl 3-bromo-4-(cyanomethyl)benzoate
• Synonyms: methyl 3-bromo-4-(cyanomethyl)benzoate
• CAS NO: 1069114-89-1
• Molecular Weight: 254.083
• Mol File: 1069114-89-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 3-bromo-4-(cyanomethyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-bromo-4-(cyanomethyl)benzoate(1069114-89-1)
• EPA Substance Registry System: methyl 3-bromo-4-(cyanomethyl)benzoate(1069114-89-1)

Safety Data

• Hazardous Substances Data: 1069114-89-1(Hazardous Substances Data)

Upstream product

• 99-75-2 4-methyl-benzoic acid methyl ester 
• 76469-88-0 methyl 4-(cyanomethyl)benzoate 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 773837-37-9 sodium cyanide 
• 78946-25-5 3-bromo-4-(bromomethyl)benzoic acid methyl ester 
• 7677-24-9 trimethylsilyl cyanide 
• 104901-43-1 methyl 3-bromo-4-methylbenzoate 

Downstream Products

• 1069114-91-5 methyl 3-bromo-4-[(methoxycarbonyl)methyl]benzoate 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS AS RSV INHIBITORS

The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: Formula (I) which inhibit Respiratory Syncytial Virus (RSV). The present invention further relates to pharmaceutical compositions

3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Synthesis of benzocyclobutenes by palladium-catalyzed C-H activation of methyl groups: Method and mechanistic study

An efficient catalytic system has been developed for the synthesis of benzocyclobutenes by C-H activation of methyl groups. The optimal conditions employed a combination of Pd(OAc)2 and PtBu3 as catalyst, K2CO3 as the base, and DMF as solvent. A variety of substituted BCB were obtained under these conditions with yields in the 44-92% range, including molecules that are hardly accessible by other methods. The reaction was found limited to substrates bearing a quaternary benzylic carbon, but benzocyclobutenes bearing a tertiary benzylic carbon could be obtained indirectly from diesters by decarboxylation. Reaction substrates bearing a small substituent para to bromine gave an unexpected regioisomer that likely arose from a 1,4-palladium migration process. The formation of this "abnormal" regioisomer could be suppressed by introducing a larger subsituent para to bromine. DFT(B3PW91) calculations on the reaction of 2-bromo-tert-butylbenzene with Pd(PtBu3) with different bases (acetate, bicarbonate, carbonate) showed the critical influence of the coordination mode of the base to induce both an easy C-H activation and to allow for a pathway for 1,4-palladium migration. Carbonate is shown to be more efficient than the two other bases because it can abstract the proton easily and at the same time maintain κ1-coordination without extensive electronic reorganization.