885521-88-0 | 6-Bromo-3-iodo-1H-indazole

Packsize	Purity	Availability	Price	Discounted Price
250mg	97%	in stock	$5.00	$4.00
1g	97%	in stock	$9.00	$7.00
5g	97%	in stock	$24.00	$17.00
10g	97%	in stock	$39.00	$28.00
25g	97%	in stock	$86.00	$60.00

Description

• Catalog Number: AC03523
• Chemical Name: 6-Bromo-3-iodo-1H-indazole
• CAS Number: 885521-88-0
• Molecular Formula: C7H4BrIN2
• Molecular Weight: 322.9285299999999
• MDL Number: MFCD07781599
• SMILES: Brc1ccc2c(c1)[nH]nc2I

Computed Properties

• Complexity: 155
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.9

Upstream Synthesis Route

The upstream synthesis route of 6-bromo-3-iodo-1H-indazole typically involves the construction of the indazole core followed by halogenation. Here's an outline of a possible synthetic route:

1. Start with o-phenylenediamine as the precursor for the indazole scaffold.
2. Perform a Fischer indazole synthesis by condensing o-phenylenediamine with hydrazonoyl halide under acidic conditions to yield the indazole core.
3. Introduce the bromine by bromination of the indazole core at the 6-position using a suitable brominating agent like N-bromosuccinimide (NBS) in the presence of a radical initiator and a halogen carrier, typically carbon tetrachloride (CCl4), under controlled temperature conditions.
4. Introduce the iodine at the 3-position. This typically requires the use of a powerful iodination agent like iodine chloride (ICl) or iodine monochloride, often in the presence of oxidizing conditions to facilitate electrophilic substitution.

It's worth noting that protection and deprotection strategies may be required to control the positions of halogenation. Also, the order of halogenation steps could be reversed based on the reagents' selectivity and the stability of intermediates formed during the reaction.