(4-Methoxy-5-pyrimidinyl)boronic acid

Basic Information

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CAS Number

909187-37-7

Molecular Formula

C5H7BN2O3

Molecular Weight

153.93 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

SMILES

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B(C1=CN=CN=C1OC)(O)O

InChI

InChI=1S/C5H7BN2O3/c1-11-5-4(6(9)10)2-7-3-8-5/h2-3,9-10H,1H3

InChIKey

SIHFIKAJVVQLMX-UHFFFAOYSA-N

LogP

-1.8350000000000002

Topological Polar Surface Area

75.47000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

124

Synonyms & References

English

4-METHOXYPYRIMIDIN-5-YLBORONIC ACID
SCHEMBL2487187
SIHFIKAJVVQLMX-UHFFFAOYSA-N
BS-49318
DTXSID90680996
AM806679
(4-methoxypyrimidin-5-yl)boronic acid
909187-37-7
(4-methoxypyrimidin-5-yl)boronicacid
SB57677
F75819
FT-0768142
MFCD11865295
(4-Methoxy-5-pyrimidinyl)-boronic acid
4-Methoxypyrimidin-5-ylboronicacid
(4-Methoxypyrimidin-5-yl)boronic Acid

MDL Number

MFCD11865295

FAQ

What are the physical and chemical properties of (4-Methoxy-5-pyrimidinyl)boronic acid (CAS: 909187-37-7)?

(4-Methoxy-5-pyrimidinyl)boronic acid is a crystalline solid with a molecular weight of approximately 211.13 g/mol. It is slightly soluble in water and more soluble in organic solvents. Chemically, it is highly reactive towards nucleophiles and can participate in boronate ester formation and other organoboron reactions. It has a melting point around 215-217°C.

How is (4-Methoxy-5-pyrimidinyl)boronic acid (CAS: 909187-37-7) typically synthesized?

(4-Methoxy-5-pyrimidinyl)boronic acid is synthesized through the reaction of 4-methoxypyrimidine with boron tribromide, followed by treatment with sodium hydroxide. The yield is typically around 80%, and the reaction is carried out under anhydrous conditions to avoid side reactions.

What industries use (4-Methoxy-5-pyrimidinyl)boronic acid (CAS: 909187-37-7)?

(4-Methoxy-5-pyrimidinyl)boronic acid is used in the pharmaceutical industry for the synthesis of various drug candidates, particularly in asymmetric synthesis. It is also utilized in the polymer industry for the development of functional polymers, and in the sensor industry for designing chemically sensitive materials.

What precautions should be taken when handling (4-Methoxy-5-pyrimidinyl)boronic acid (CAS: 909187-37-7)?

When handling (4-Methoxy-5-pyrimidinyl)boronic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves and goggles. The substance should be stored in a well-ventilated area, and work should be conducted in a fume hood. In case of a spill, neutralize the acid with a base and dispose of the material according to the Material Safety Data Sheet (MSDS) guidelines.