1353100-91-0 | Ethyl 3-bromo-1H-pyrazole-4-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$8.00	$5.00
250mg	98%	in stock	$11.00	$8.00
1g	98%	in stock	$19.00	$13.00
5g	98%	in stock	$44.00	$31.00
10g	98%	in stock	$66.00	$47.00
25g	98%	in stock	$156.00	$109.00

Description

• Catalog Number: AD72570
• Chemical Name: Ethyl 3-bromo-1H-pyrazole-4-carboxylate
• CAS Number: 1353100-91-0
• Molecular Formula: C6H7BrN2O2
• Molecular Weight: 219.036
• MDL Number: MFCD12032195
• SMILES: CCOC(=O)c1c[nH]nc1Br

Computed Properties

• Complexity: 154
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: 1.5

Upstream Synthesis Route

The upstream synthesis route of Ethyl 3-bromo-1H-pyrazole-4-carboxylate can be approached as follows:

1. **Starting Material**: The synthesis typically starts with the commercially available Ethyl 4-chloropyrazole-3-carboxylate.

2. **Halogen Exchange (Finkelstein Reaction)**: The chlorine atom on the pyrazole ring is substituted by a bromine. This is commonly achieved through the Finkelstein reaction where Ethyl 4-chloropyrazole-3-carboxylate is treated with a bromide source, typically Sodium Bromide (NaBr), in the presence of an acetone solvent. The reaction is facilitated by the polar aprotic solvent, which dissolves sodium bromide and allows the ion exchange. The by-product, sodium chloride (NaCl), precipitates out of the solution and can be filtered off.

3. **Purification**: The resulting Ethyl 3-bromo-1H-pyrazole-4-carboxylate is purified typically by recrystallization or chromatography to achieve the desired purity necessary for subsequent use.

This route is advantageous due to the relatively straightforward halogen exchange and the availability of starting materials. However, care must be taken to control the reaction conditions to avoid over-bromination or degradation of the pyrazole ring.