1016241-80-7 | 4-Chloro-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$27.00	$19.00
250mg	97%	in stock	$40.00	$28.00
1g	97%	in stock	$112.00	$79.00
5g	97%	in stock	$480.00	$336.00

Description

• Catalog Number: AA06275
• Chemical Name: 4-Chloro-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid
• CAS Number: 1016241-80-7
• Molecular Formula: C7H4ClN3O2
• Molecular Weight: 197.5786
• MDL Number: MFCD11518907
• SMILES: OC(=O)c1cc2c([nH]1)ncnc2Cl

Computed Properties

• Complexity: 226
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: 1.5

Upstream Synthesis Route

1. Start with protected pyrrole (e.g., N-Boc pyrrole) and alkylate with a suitable halide (such as 1,3-dichloropropane) to introduce the side chain needed for the subsequent cyclization step.
2. Perform a cyclization reaction, for instance, using chloroacetaldehyde under appropriate acidic conditions to form the pyrrolo[2,3-d]pyrimidine ring system.
3. Introduce the 4-chloro substituent on the pyrrolo[2,3-d]pyrimidine core, typically through a selective halogenation reaction like chlorination, using reagents such as N-chlorosuccinimide and a suitable catalyst.
4. Install the carboxylic acid group at the 6-position of the pyridine ring. This can potentially be achieved through a series of steps starting from an ester or nitrile group that can be further oxidized or hydrolyzed to the carboxylic acid. If starting from a nitrile, perform hydrolysis under acidic or basic conditions to convert it to the target carboxylic acid.
5. Remove any protecting groups that were used at the beginning to protect other reactive sites on the molecule during the synthetic route under conditions that will not affect the functional groups in the final product. For instance, if an N-Boc protecting group was used, acidic deprotection conditions like HCl in dioxane can be applied.
6. Purify the final product, 4-Chloro-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid, through methods such as recrystallization or chromatography, depending on the specific impurities and properties of the compound.

Each step would be followed by appropriate purification and characterization techniques to ensure the correct structure and purity of intermediates.