1286734-85-7 | 6-Bromo-5-fluoro-1H-indazole

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$12.00	$8.00
250mg	95%	in stock	$20.00	$14.00
1g	95%	in stock	$38.00	$26.00
5g	95%	in stock	$140.00	$98.00

Description

• Catalog Number: AA44233
• Chemical Name: 6-Bromo-5-fluoro-1H-indazole
• CAS Number: 1286734-85-7
• Molecular Formula: C7H4BrFN2
• Molecular Weight: 215.0225
• MDL Number: MFCD18089816
• SMILES: Brc1cc2[nH]ncc2cc1F

Computed Properties

• Complexity: 155
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.3

Upstream Synthesis Route

The upstream synthesis route of 6-Bromo-5-fluoro-1H-indazole generally involves the following key steps:

1. **Synthesis of the Precursor Hydrazine**: Starting with an appropriate fluorinated benzaldehyde, a hydrazine precursor is synthesized. This might involve the condensation of the aldehyde with hydrazine hydrate, typically under acidic conditions, to yield the corresponding hydrazone.

2. **Cyclization to Indazole**: The obtained hydrazone undergoes cyclization, generally through treatment with a brominating agent such as elemental bromine or N-bromosuccinimide (NBS) in the presence of an oxidant or under photochemical conditions. This step is crucial for the formation of the indazole ring structure.

3. **Introduction of Halogen Substituents**: Bromination tends to happen at the 6-position due to the regioselectivity directed by the fluorine at the 5-position. If the starting material lacks a fluorine substitution, a regioselective halogenation would be necessary. This is typically accomplished using a directed or activated halogenation protocol. The choice of halogenating agent and conditions are critical for achieving the desired selectivity and yield.

4. **Purification**: Following the synthesis, the crude product is usually purified through techniques such as recrystallization or column chromatography to obtain the final compound in high purity.

Each of these steps must be optimized to ensure an efficient synthesis route, with careful consideration given to reagents, temperatures, reaction times, and purification methods to achieve the desired 6-Bromo-5-fluoro-1H-indazole with high yield and purity.