Synthesis
The preparation of the target compound 2,3-diamino-5-bromopyridine from 2-amino-3-nitro-5-bromopyridine is a typical reduction reaction, involving the reduction of the nitro group to obtain the target product. However, due to the low efficiency of the reduction reaction, the large amount of reduction waste, and the complex post-processing, it is not an ideal preparation route. Nevertheless, the readily available starting materials and the one-step reaction preparation of the target compound have their advantages. This paper optimizes the reaction conditions by investigating the reduction process, employing Raney Ni catalytic hydrogenation during the reduction process, resulting in high product purity. The synthetic reaction formula is shown in the figure below:
Chemical Properties
White to light brown crystals or powder
Uses
2-Amino-3-methoxybenzoic Acid is used in the preparation of CDK1/cyclin B inhibitors for application towards antitumor treatment. In addition, it is used in the synthesis of Alogliptin, an inhibitor o
f dipeptidy peptidase, which aids in the lowering of blood-glucose for potential treatment of diabetes.
Definition
ChEBI: 3-methoxyanthranilic acid is an aminobenzoic acid that is anthranilic acid in which the hydrogen at position 3 is substituted by a methoxy group. It is a metabolite of kynurenine. It has a role as a mammalian metabolite. It is a member of benzoic acids and an aminobenzoic acid. It is functionally related to an anthranilic acid. It is a conjugate acid of a 3-methoxyanthranilate.
Synthesis Reference(s)
The Journal of Organic Chemistry, 63, p. 6797, 1998
DOI: 10.1021/jo972158g
reaction suitability
reaction type: solution phase peptide synthesis
