1316852-65-9 Usage
Uses
Used in Pharmaceutical Research:
5-Bromo-2-methyl-2H-pyrazolo[3,4-b]pyridine is used as a building block in pharmaceutical research for its potential to contribute to the development of new drugs. Its unique structure allows it to be a key component in the synthesis of various medicinal compounds.
Used in Organic Synthesis:
In the field of organic synthesis, 5-Bromo-2-methyl-2H-pyrazolo[3,4-b]pyridine is utilized as a versatile intermediate. Its chemical properties make it suitable for the creation of a wide range of organic compounds, expanding the possibilities for chemical innovation.
Used in Medicinal Chemistry:
5-Bromo-2-methyl-2H-pyrazolo[3,4-b]pyridine is employed in medicinal chemistry for its potential to be incorporated into molecules with therapeutic effects. Its interaction with adenosine receptors suggests it may play a role in the development of treatments for various conditions.
Used in Drug Discovery:
As a part of drug discovery processes, 5-Bromo-2-methyl-2H-pyrazolo[3,4-b]pyridine is used to explore its pharmacological properties and evaluate its potential as a precursor to active pharmaceutical ingredients.
It is important to handle 5-Bromo-2-methyl-2H-pyrazolo[3,4-b]pyridine with care due to its potential health risks if not properly managed.
Check Digit Verification of cas no
The CAS Registry Mumber 1316852-65-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,3,1,6,8,5 and 2 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1316852-65:
(9*1)+(8*3)+(7*1)+(6*6)+(5*8)+(4*5)+(3*2)+(2*6)+(1*5)=159
159 % 10 = 9
So 1316852-65-9 is a valid CAS Registry Number.
1316852-65-9Relevant academic research and scientific papers
Solvent-Controlled, Site-Selective N-Alkylation Reactions of Azolo-Fused Ring Heterocycles at N1-, N2-, and N3-Positions, Including Pyrazolo[3,4- d]pyrimidines, Purines, [1,2,3]Triazolo[4,5]pyridines, and Related Deaza-Compounds
Bookser, Brett C.,Weinhouse, Michael I.,Burns, Aaron C.,Valiere, Andrew N.,Valdez, Lino J.,Stanczak, Pawel,Na, Jim,Rheingold, Arnold L.,Moore, Curtis E.,Dyck, Brian
, p. 6334 - 6353 (2018/06/01)
Alkylation of 4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (1b) with iodomethane in THF using NaHMDS as base selectively provided N2-methyl product 4-methoxy-2-methyl-2H-pyrazolo[3,4-d]pyrimidine (3b) in an 8/1 ratio over N1-methyl product (2b). Interestingly, conducting the reaction in DMSO reversed selectivity to provide a 4/1 ratio of N1/N2 methylated products. Crystal structures of product 3b with N1 and N7 coordinated to sodium indicated a potential role for the latter reinforcing the N2-selectivity. Limits of selectivity were tested with 26 heterocycles which revealed that N7 was a controlling element directing alkylations to favor N2 for pyrazolo- and N3 for imidazo- and triazolo-fused ring heterocycles when conducted in THF. Use of 1H-detected pulsed field gradient-stimulated echo (PFG-STE) NMR defined the molecular weights of ionic reactive complexes. This data and DFT charge distribution calculations suggest close ion pairs (CIPs) or tight ion pairs (TIPs) control alkylation selectivity in THF and solvent-separated ion pairs (SIPs) are the reactive species in DMSO.
