CAS 221006-70-8 2,6-Dimethoxypyridine-3-boronic acid

NAVIGATION

2,6-Dimethoxypyridine-3-boronic acid

PRICE INQUIRY

Catalog Number

ACM221006708-1

CAS Number

221006-70-8

Product Name

2,6-Dimethoxypyridine-3-boronic acid

Category

Salt

Synonyms

2,6-DIMETHOXY-3-PYRIDYL BORONIC ACID;2,6-DIMETHOXY-3-PYRIDINEBORONIC ACID;2,6-DIMETHOXYPYRIDINE-3-BORONIC ACID;(2,6-DIMETHOXYPYRIDIN-3-YL)BORONIC ACID;2,6-DIMETHOXYL-5-PYRIDINEBORONIC ACID;2,6-DIMETHOXYPYRIDINE-5-BORONIC ACID;2,6-Dimethoxypyridine-3-Boron

IUPAC Name

(2,6-dimethoxypyridin-3-yl)boronic acid

Molecular Weight

182.97g/mol

Molecular Formula

C7H10BNO4

Canonical SMILES

B(C1=C(N=C(C=C1)OC)OC)(O)O

InChI

InChI=1S/C7H10BNO4/c1-12-6-4-3-5(8(10)11)7(9-6)13-2/h3-4,10-11H,1-2H3

InChI Key

ADGHSWFUZUADDH-UHFFFAOYSA-N

Application

2,6-Dimethoxypyridine-3-boronic acid serves a crucial role as a versatile reactant in a variety of chemical syntheses. It is used in the preparation of benzopyranone derivatives, which function as positive modulators of the GABAA receptor, and in the synthesis of pyrazine derivatives that act as orally active antagonists for the corticotropin releasing factor-1 receptor. Additionally, this compound is instrumental in the microwave-enhanced synthesis of trisubstituted pyridazines and in the preparation of biaryl derivatives through palladium-catalyzed Suzuki-Miyaura cross-coupling reactions with aryl or heteroaryl halides. Moreover, it facilitates the formation of 3-arylpyridines via palladium-P Phos catalyzed Suzuki cross coupling, highlighting its broad utility in advanced chemical reactions and pharmaceutical development.

Complexity

157

Covalently-Bonded Unit Count

Exact Mass

183.070288g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

183.070288g/mol

Rotatable Bond Count

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