3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine

Basic Information

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CAS Number

944401-75-6

Molecular Formula

C11H16BFN2O2

Molecular Weight

238.07 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

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

335 ºC

Density

1.15

Flash Point

157 ºC

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(N=C2)N)F

InChI

InChI=1S/C11H16BFN2O2/c1-10(2)11(3,4)17-12(16-10)7-5-8(13)9(14)15-6-7/h5-6H,1-4H3,(H2,14,15)

InChIKey

OAEDVIUUNHFXLJ-UHFFFAOYSA-N

LogP

1.1020999999999999

Topological Polar Surface Area

57.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

285

Synonyms & References

English

3-FLUORO-2-AMINOPYRIDINE-5-BORONIC ACID PINACOL ESTER
6-AMINO-5-FLUOROPYRIDINE-3-BORONICACIDPINACOLESTER
944401-75-6
Z2044824215
SY040961
(6-AMINO-5-FLUOROPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER
MFCD12923417
J-512510
A850787
PS-13074
2-(2-Amino-3-fluoropyridin-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
3-FLUORO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PYRIDINAMINE
AKOS016014161
A1-43085
CS-0142777
OAEDVIUUNHFXLJ-UHFFFAOYSA-N
2-AMINO-3-FLUORO PYRIDINE-5-BORONIC ACID PINACOL ESTER
EN300-6482271
3-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ylamine
SCHEMBL2066738
MB12183
6-AMINO-5-FLUOROPYRIDINE-3-BORONIC ACID PINACOL ESTER
3-FLUORO-5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-AMINE
DTXSID70731359
3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
2-amino-3-fluoropyridine-5-boronic acid pinacol ester
3-Fluoro-2-aminopyridine-5-boronic acid pinacol ester
3-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-2-ylamine
QC-4948
PubChem19612

MDL Number

MFCD12923417

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (CAS: 944401-75-6)?

3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine is a white crystalline solid with a molecular weight of approximately 302.3 g/mol. It has a solubility of up to 2.5% in water and poor solubility in common organic solvents. The compound is chemically stable under normal conditions but can react with strong acids or bases.

How is 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (CAS: 944401-75-6) typically synthesized?

This compound is typically synthesized via a palladium-catalyzed coupling reaction between a fluoro-pyridinamine and a boronic acid derivative. The reaction is carried out in the presence of a base such as sodium carbonate and a palladium(II) acetate catalyst. The yield is usually around 70-80%, with high regioselectivity and good purity.

What industries use 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (CAS: 944401-75-6)?

This compound is used in pharmaceutical research for the synthesis of drug candidates. It also finds applications in the polymer industry as a building block for functional polymers. Additionally, it is of interest in analytical chemistry for use in sensors and in the electronics industry for semiconductor applications.

What precautions should be taken when handling 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (CAS: 944401-75-6)?

When handling this compound, proper personal protective equipment (PPE) should be worn, including gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from strong acids, bases, and oxidizers. In case of spillage, use appropriate spill kits and ensure proper disposal according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed guidelines.