1025719-23-6 | 1-Methyl-3-(trifluoromethyl)pyrazole-5-boronic acid pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$11.00	$8.00
1g	95%	in stock	$43.00	$30.00
5g	95%	in stock	$149.00	$104.00

Description

• Catalog Number: AA09887
• Chemical Name: 1-Methyl-3-(trifluoromethyl)pyrazole-5-boronic acid pinacol ester
• CAS Number: 1025719-23-6
• Molecular Formula: C11H16BF3N2O2
• Molecular Weight: 276.0631
• MDL Number: MFCD12828677
• SMILES: FC(c1cc(n(n1)C)B1OC(C(O1)(C)C)(C)C)(F)F

Computed Properties

• Complexity: 346
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 19
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1

Upstream Synthesis Route

The synthesis of 1-Methyl-3-(trifluoromethyl)pyrazole-5-boronic acid pinacol ester can be achieved through the following steps:

**Step 1: Synthesis of 1-Methyl-3-trifluoromethylpyrazole**
Starting from commercially available 1-methyl-3-hydrazinopyrazole, the introduction of the trifluoromethyl group can be performed via trifluoromethylation using a suitable reagent such as Togni's reagent or Umemoto's reagent under appropriate reaction conditions.

**Step 2: Conversion to pyrazole-5-boronic acid**
The trifluoromethylated pyrazole is then subjected to borylation at the 5-position. This can be commonly achieved using a transition metal-catalyzed borylation reaction, such as with bis(pinacolato)diboron in the presence of a palladium catalyst and a suitable base.

**Step 3: Esterification with Pinacol**
The resultant pyrazole-5-boronic acid is finally esterified using pinacol under mild esterification conditions to afford the 1-methyl-3-(trifluoromethyl)pyrazole-5-boronic acid pinacol ester.

This synthesis route may require purification steps between the reactions, such as column chromatography, crystallization, or distillation, to achieve the desired purity of the final product. Each step should be optimized for yield and selectivity based on the specific substrate and reaction conditions utilized.