ChemicalBook > CAS DataBase List > 1-Methyl-4-pyrazole boronic acid pinacol ester

1-Methyl-4-pyrazole boronic acid pinacol ester

Product Name
1-Methyl-4-pyrazole boronic acid pinacol ester
CAS No.
761446-44-0
Chemical Name
1-Methyl-4-pyrazole boronic acid pinacol ester
Synonyms
1-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE;1-METHYLPYRAZOLE-4-BORONIC ACID PINACOL ESTER;1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;1-METHYL-1H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER;1H-Pyrazole, 1-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;1-Methyl-4-(4;Angelica oil 8015-64-3;e-4-boronic acid pinacoL;1-Methylpyrazole-4-boroni...;1-Methyl-4-(4,4,5,5-Tetramethy
CBNumber
CB0414153
Molecular Formula
C10H17BN2O2
Formula Weight
208.07
MOL File
761446-44-0.mol
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1-Methyl-4-pyrazole boronic acid pinacol ester Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
595314
Product name
1-Methylpyrazole-4-boronic acid pinacol ester
Purity
95%
Packaging
1g
Price
$69.58
Updated
2025/07/31
Sigma-Aldrich
Product number
595314
Product name
1-Methylpyrazole-4-boronic acid pinacol ester
Purity
95%
Packaging
5g
Price
$197
Updated
2025/07/31
TCI Chemical
Product number
M2339
Product name
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
Purity
>98.0%(GC)
Packaging
1g
Price
$52
Updated
2025/07/31
TCI Chemical
Product number
M2339
Product name
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
Purity
>98.0%(GC)
Packaging
5g
Price
$66
Updated
2025/07/31
Sigma-Aldrich
Product number
595314
Product name
1-Methylpyrazole-4-boronic acid pinacol ester
Purity
95%
Packaging
25g
Price
$954
Updated
2025/07/31
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1-Methyl-4-pyrazole boronic acid pinacol ester Chemical Properties,Usage,Production

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.

References

[1] Patent: WO2018/93569, 2018, A1. Location in patent: Page/Page column 189
[2] Patent: WO2009/155527, 2009, A2. Location in patent: Page/Page column 137-138
[3] Patent: WO2005/85227, 2005, A1. Location in patent: Page/Page column 90-91

1-Methyl-4-pyrazole boronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-Methyl-4-pyrazole boronic acid pinacol ester manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
1-Methylpyrazole-4-boronic acid pinacol ester 761446-44-0
Price
US $3.00-9.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-07-05
Hebei Zhuanglai Chemical Trading Co Ltd
Product
1-Methylpyrazole-4-boronic acid pinacol ester 761446-44-0
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-11-28
Henan Aochuang Chemical Co.,Ltd.
Product
1-Methyl-4-pyrazole boronic acid pinacol ester 761446-44-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-16

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  • Boronate Esters
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  • Chemical Synthesis
  • Heteroaryl Boronate Esters
  • Organometallic Reagents
  • Heterocyclic Building Blocks
  • Organoborons
  • Pyrazole