1-Methyl-4-pyrazole boronic acid pinacol ester Chemical Properties

Melting point:

59-64 °C(lit.)

Boiling point:

308.3±15.0 °C(Predicted)

Density 

1.05±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (slightly), Methanol (Slightly)

pka

2.09±0.10(Predicted)

form 

Crystals

color 

Off-white to yellow

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C10H17BN2O2/c1-9(2)10(3,4)15-11(14-9)8-6-12-13(5)7-8/h6-7H,1-5H3

InChIKey

UCNGGGYMLHAMJG-UHFFFAOYSA-N

SMILES

N1(C)C=C(B2OC(C)(C)C(C)(C)O2)C=N1

CAS DataBase Reference

761446-44-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,F,Xi

Risk Statements 

22-36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

Hazard Note 

Irritant/Flammable

TSCA 

No

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich

1-Methyl-4-pyrazole boronic acid pinacol ester Usage And Synthesis

Chemical Properties

White to light yellow crystal powde

Uses

suzuki reaction

Uses

1-Methyl-4-pyrazole boronic acid pinacol ester is a reagent used for Suzuki-Miyaura cross-coupling reactions, transesterification reactions. It is involved in several reactions as a reagent for the preparation of aminothiazoles as γ-secretase modulators,amino-pyrido-indol-carboxamides, as potential JAK2 inhibitors for myeloproliferative disorders therapy, pyridine derivatives as TGF-β1 and active A signaling inhibitors and MK-2461 analogs as inhibitors of c-Met kinase for the treatment of cancer.

Synthesis

To the solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.40 g, 2.06 mmol) in THF (10 mL) was added NaH (0.1.00 g, 4.12 mmol) followed by methyl iodide (0.25 mL, 4.12 mmol) at 0° C and the reaction mixture was stirred at ambient temperature for 4 hr. The reaction was quenched with saturated NH4Cl solution (20 mL) and extracted with ethyl acetate (2 x 50 mL). The combined organic layers were washed with brine (20 mL), dried over sodium sulfate, and distilled under reduced pressure to obtain 1-Methyl-4-pyrazole boronic acid pinacol ester.

1-Methyl-4-pyrazole boronic acid pinacol ester(761446-44-0)Related Product Information

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