(6-Amino-3-pyridinyl)boronic acid

Basic Information

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CAS Number

851524-96-4

Molecular Formula

C5H7BN2O2

Molecular Weight

137.94 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

388.3℃ at 760 mmHg

SMILES

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

InChI

InChI=1S/C5H7BN2O2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H,(H2,7,8)

InChIKey

NPJBPJIQMCHZLJ-UHFFFAOYSA-N

LogP

-1.6563999999999999

Topological Polar Surface Area

79.37 Å²

Hydrogen Bond Donor/Acceptor

4 / 4

Complexity

112

Synonyms & References

English

6-aminopyridin-3-ylboronic?acid
DS-12993
SCHEMBL113132
BCP28035
6-aminopyridin-3-ylboronic acid
(6-AMINOPYRIDIN-3-YL)BORONIC ACID
2-aminopyridin-5-yl-boronic acid
(6-AMINOPYRIDIN-3-YL)BORONICACID
EN300-150313
NPJBPJIQMCHZLJ-UHFFFAOYSA-N
2-amino-pyridine-5-boronic acid
(2-AMINOPYRIDIN-5-YL)BORONIC ACID
MFCD09907980
Boronic acid, (6-amino-3-pyridinyl)-
6-Aminopyridine-3-boronic acid
2-Aminopyridine-5-boronic acid
851524-96-4
6-aminopyridine-3-boronicacid
6-Aminopyridin-3-Boronic Acid
AKOS006314587
DTXSID70625446
SY029321
CS-W005558
Z1198237805
A841242
AMY1223
6-amino-pyridin-3-yl-boronic acid
PB31438
(6-Aminopyridin-3-yl)boronic acid
6-AMINOPYRIDIN-3-YLBORONIC ACID
6-aminopyridin-3-ylboronic acid hydrochloride

MDL Number

MFCD09907980

Customs Code

2933399090

FAQ

What are the physical and chemical properties of (6-Amino-3-pyridinyl)boronic acid (CAS: 851524-96-4)?

(6-Amino-3-pyridinyl)boronic acid is a crystalline solid with a molecular weight of approximately 229.13 g/mol. It has a moderate solubility in water (3.1 g/100 mL) and is sparingly soluble in ethanol. The compound exhibits good reactivity, particularly in Suzuki coupling reactions, and demonstrates stability in neutral to slightly acidic conditions.

How is (6-Amino-3-pyridinyl)boronic acid (CAS: 851524-96-4) typically synthesized?

(6-Amino-3-pyridinyl)boronic acid can be synthesized through a multistep process involving the synthesis of 6-aminopyridine, followed by the formation of the boronic acid ester. Common synthetic methods include the use of boron tribromide or boron trichloride as reagents, with selective protection of functional groups to ensure high yield and purity.

What industries use (6-Amino-3-pyridinyl)boronic acid (CAS: 851524-96-4)?

(6-Amino-3-pyridinyl)boronic acid is primarily used in the pharmaceutical industry for the synthesis of drug intermediates, particularly in organic synthesis for the preparation of various biologically active compounds. It is also utilized in the polymer industry for the development of functional polymers and in the semiconductor industry for the fabrication of electronic materials.

What precautions should be taken when handling (6-Amino-3-pyridinyl)boronic acid (CAS: 851524-96-4)?

When handling (6-Amino-3-pyridinyl)boronic acid, it is important to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. Store the compound in a cool, dry place, away from direct sunlight. Use a fume hood during reactions and disposal. Always consult a Material Safety Data Sheet (MSDS/SDS) for detailed safety information and emergency procedures.