425380-37-6 | 4-Bromo-7-methoxy-1h-pyrrolo[2,3-c]pyridine

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$35.00	$25.00
250mg	97%	in stock	$44.00	$31.00
1g	97%	in stock	$81.00	$57.00
5g	97%	in stock	$321.00	$225.00
25g	97%	in stock	$1,535.00	$1,074.00

Description

• Catalog Number: AF70352
• Chemical Name: 4-Bromo-7-methoxy-1h-pyrrolo[2,3-c]pyridine
• CAS Number: 425380-37-6
• Molecular Formula: C8H7BrN2O
• Molecular Weight: 227.05797999999996
• MDL Number: MFCD11845544
• SMILES: COc1ncc(c2c1[nH]cc2)Br

Computed Properties

• Complexity: 167
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 2

Upstream Synthesis Route

To synthesize 4-Bromo-7-methoxy-1H-pyrrolo[2,3-c]pyridine, begin with the construction of the pyrrolopyridine core followed by the selective halogenation and methoxylation at the desired positions.

1. Start with 2,3-diaminopyridine as the starting material to build the pyridine moiety.
2. Protect one of the amine groups using a suitable protecting group such as a Boc (tert-butoxycarbonyl) group to afford N-protected pyridine derivative.
3. Perform a selective cyclization with a suitable dicarbonyl compound (potentially malononitrile or ethyl acetoacetate) to construct the pyrrolo[2,3-c]pyridine scaffold using acid catalysis (like p-TsOH) under reflux conditions.
4. Remove the Boc protecting group by acid deprotection, yielding the pyrrolo[2,3-c]pyridine core with free amine.
5. Introduce the bromo substituent at the 4-position through a bromination reaction utilizing NBS (N-bromosuccinimide) in the presence of a radical initiator (like AIBN) under suitable conditions to ensure specificity at the C-4 position.
6. Lastly, carry out the O-methylation at the 7-position using a methylating agent such as methyl iodide, dimethyl sulfate, or trimethyloxonium tetrafluoroborate in the presence of a base like potassium carbonate or sodium hydride.

Purify the product to obtain 4-Bromo-7-methoxy-1H-pyrrolo[2,3-c]pyridine. Ensure rigorous control of reaction conditions and stoichiometry for selective functionalization at designated positions on the heterocyclic core.