346599-62-0 | 4-Chloro-1h-pyrrolo[2,3-b]pyridin-2(3h)-one

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$9.00	$6.00
250mg	95%	in stock	$18.00	$12.00
1g	95%	in stock	$25.00	$18.00
5g	95%	in stock	$117.00	$82.00
10g	95%	in stock	$234.00	$164.00
25g	95%	in stock	$560.00	$392.00

Description

• Catalog Number: AB67056
• Chemical Name: 4-Chloro-1h-pyrrolo[2,3-b]pyridin-2(3h)-one
• CAS Number: 346599-62-0
• Molecular Formula: C7H5ClN2O
• Molecular Weight: 168.5804
• MDL Number: MFCD11518939
• SMILES: O=C1Nc2c(C1)c(Cl)ccn2

Computed Properties

• Complexity: 185
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 0.7

Upstream Synthesis Route

To synthesize 4-Chloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, the following upstream synthesis route can be employed:

1. Begin with 2,3-Diaminopyridine as the starting material, which is readily available.
2. The pyridine nitrogen is protected using a protecting group such as a Boc group (tert-butyloxycarbonyl) under standard conditions, to yield N-Boc-2,3-diaminopyridine.
3. Undergo chlorination of the 4-position on the pyridine ring. This can be achieved by treating N-Boc-2,3-diaminopyridine with N-Chlorosuccinimide (NCS) in the presence of a suitable catalyst like cuprous chloride (CuCl) and an appropriate base in a non-protic solvent. This will provide the 4-chloro-N-Boc-pyridine intermediate.
4. Remove the Boc protection group using a mild acid such as trifluoroacetic acid (TFA). This will yield 4-chloro-2,3-diaminopyridine.
5. Next, close the pyrrolopyridine ring by constructing the pyrrole using a suitable dehydrating agent such as POCl3 or SOCl2, which will cyclize the diamine to the target compound 4-Chloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one.

The reaction conditions (temperature, solvent, reaction time) must be carefully controlled at each step to ensure a high yield and purity of the final product. The intermediates and final product should be purified and characterized by standard techniques such as chromatography and NMR spectroscopy.