844891-04-9 | 1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$7.00	$5.00
10g	98%	in stock	$24.00	$17.00
25g	98%	in stock	$59.00	$42.00

Description

• Catalog Number: AD96268
• Chemical Name: 1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester
• CAS Number: 844891-04-9
• Molecular Formula: C12H21BN2O2
• Molecular Weight: 236.1183
• MDL Number: MFCD06659062
• SMILES: Cc1nn(c(c1B1OC(C(O1)(C)C)(C)C)C)C

Computed Properties

• Complexity: 293
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 17
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1

Upstream Synthesis Route

The upstream synthesis of 1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester can be conducted as follows:

1. Synthesis of 1,3,5-Trimethylpyrazole: Begin with the condensation of acetylacetone with hydrazine to afford 1,3,5-Trimethylpyrazole via a Knorr Pyrazole Synthesis.

2. Halogenation: Subject the 1,3,5-Trimethylpyrazole to halogenation, typically chlorination or bromination, to incorporate a halide group at the 4-position on the pyrazole ring.

3. Preparation of Boronic Acid: Perform a reaction with an appropriate boronic acid or boric acid derivative under suitable conditions to introduce the boronic acid functionality.

4. Esterification with Pinacol: Finally, react the 4-halogenated pyrazole derivative with pinacol in the presence of a palladium catalyst (Suzuki coupling) to introduce the pinacol ester, yielding the desired 1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester.

Each step requires rigorous monitoring of reaction conditions, including temperature, pH, stoichiometry, and purification techniques to ensure high yield and purity of the final product.