744209-63-0 | 4-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$16.00	$11.00
5g	98%	in stock	$36.00	$25.00
50g	95%	in stock	$330.00	$231.00
100g	95%	in stock	$594.00	$416.00
250g	95%	in stock	$1,189.00	$833.00

Description

• Catalog Number: AH15123
• Chemical Name: 4-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
• CAS Number: 744209-63-0
• Molecular Formula: C13H9ClN2O2S
• Molecular Weight: 292.7408
• MDL Number: MFCD04153750
• SMILES: Clc1ccnc2c1ccn2S(=O)(=O)c1ccccc1

Computed Properties

• Complexity: 417
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 19
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• XLogP3: 3.1

Upstream Synthesis Route

The synthesis of 4-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine can be achieved through a multi-step synthesis route:

1. **Preparation of Pyrrolopyridine core**: Start with the construction of the pyrrolo[2,3-b]pyridine core, which can be derived from an appropriate aminopyridine precursor. For example, 2-amino-3-chloropyridine can be used as a starting material. Utilize a cyclization reaction with an α-amino ketone under acidic conditions to form the pyrrolopyridine scaffold.

2. **Chlorination**: Once the pyrrolopyridine core is formed, introduce the chloro substituent at the 4-position. This can be performed using a chlorination reagent such as N-chlorosuccinimide (NCS) or thionyl chloride (SOCl2) in the presence of a suitable catalyst or under photochemical conditions.

3. **Sulfonylation**: Introduce the phenylsulfonyl group at the nitrogen of the pyrrolopyridine. This could be accomplished by reaction with phenylsulfonyl chloride under basic conditions, often in the presence of a base like triethylamine (Et3N) or pyridine. The choice of solvent is crucial and reactions are typically performed in dichloromethane (DCM) or dimethylformamide (DMF) at low temperatures to control the reaction rate and prevent decomposition.

Each step should be followed by purification procedures like column chromatography and should be characterized by NMR, IR, HRMS or any other suitable analytical techniques before proceeding to the next step.

Optimization of the reaction conditions may be required for each step in terms of reagents, solvent, temperature, and time to obtain the target compound with the desired purity and yield.