29274-28-0 | 4-Chloro-1H-pyrazolo[3,4-b]pyridine

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$8.00	$5.00
1g	98%	in stock	$18.00	$12.00
5g	98%	in stock	$58.00	$40.00
10g	98%	in stock	$105.00	$73.00
25g	98%	in stock	$236.00	$165.00

Description

• Catalog Number: AB37088
• Chemical Name: 4-Chloro-1H-pyrazolo[3,4-b]pyridine
• CAS Number: 29274-28-0
• Molecular Formula: C6H4ClN3
• Molecular Weight: 153.5691
• MDL Number: MFCD11846313
• SMILES: Clc1ccnc2c1cn[nH]2
• NSC Number: 213281

Computed Properties

• Complexity: 130
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.4

Upstream Synthesis Route

The synthesis of 4-Chloro-1H-pyrazolo[3,4-b]pyridine can be accomplished through the following steps:

1. Start with an appropriate pyrazolone precursor. This precursor often contains a substituent at the 3-position of the pyrazole ring that can act as a leaving group.

2. The pyrazolone is then subjected to cyclization under acidic conditions to form the pyrazolo[3,4-b]pyridine core structure. This step likely involves heating with a dehydrating agent (e.g., POCl3, P2O5) to induce ring closure and formation of the pyridine ring.

3. Finally, the 4-chloro substituent is introduced using a halogenation reagent, such as N-Chlorosuccinimide (NCS) or thionyl chloride (SOCl2) in the presence of a suitable catalyst (e.g., aluminum chloride, AlCl3) and solvent (e.g., dichloromethane, DCM).

Isolation and purification of the final product may involve crystallization or chromatographic techniques, ensuring the removal of any by-products or unreacted starting materials. The final structure is confirmed via NMR, GC-MS, and/or HPLC analysis.

Literature

• Antileishmanial pyrazolopyridine derivatives: synthesis and structure-activity relationship analysis.

  Journal of medicinal chemistry 20041021