70315-68-3 | 3-Bromo-6-nitroindazole

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$13.00	$9.00
1g	98%	in stock	$16.00	$11.00
5g	98%	in stock	$34.00	$24.00
10g	98%	in stock	$66.00	$47.00
25g	98%	in stock	$158.00	$111.00
100g	98%	in stock	$421.00	$295.00

Description

• Catalog Number: AC92333
• Chemical Name: 3-Bromo-6-nitroindazole
• CAS Number: 70315-68-3
• Molecular Formula: C7H4BrN3O2
• Molecular Weight: 242.02956
• MDL Number: MFCD06410881
• SMILES: [O-][N+](=O)c1ccc2c(c1)[nH]nc2Br

Computed Properties

• Complexity: 220
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.4

Upstream Synthesis Route

To synthesize 3-bromo-6-nitroindazole, the starting material would typically be indazole itself. Here's a streamlined, step-by-step synthesis route:

1. Nitration: First, selectively nitrate indazole at the 6-position by reacting it with a nitrating agent such as a mixture of concentrated nitric acid and sulfuric acid. This will yield 6-nitroindazole.

2. Bromination: Following the nitration, introduce a bromine substituent at the 3-position through an electrophilic bromination reaction. Use a brominating agent like N-bromosuccinimide (NBS) in the presence of a catalyst like azobisisobutyronitrile (AIBN) under light initiation or radical initiator. This step should produce the target molecule, 3-bromo-6-nitroindazole.

It is crucial to control the reaction conditions carefully, especially temperature and reaction time, to favor the desired substitution pattern and prevent over-substitution or side reactions. Purification steps such as recrystallization or column chromatography may be needed to isolate the pure product.