1246549-62-1 | 7-Bromo-3-chloroquinoline

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$137.00	$96.00
250mg	98%	in stock	$201.00	$141.00
1g	98%	in stock	$322.00	$226.00
5g	98%	in stock	$1,317.00	$922.00

Description

• Catalog Number: AA29012
• Chemical Name: 7-Bromo-3-chloroquinoline
• CAS Number: 1246549-62-1
• Molecular Formula: C9H5BrClN
• Molecular Weight: 242.4997
• MDL Number: MFCD18253967
• SMILES: Brc1ccc2c(c1)ncc(c2)Cl

Upstream Synthesis Route

The upstream synthesis route of 7-bromo-3-chloroquinoline could involve the following steps:

1. Start with aniline as the base compound, which can be chlorinated using chlorine or sulfuryl chloride to yield 3-chloroaniline.
2. 3-chloroaniline is then subjected to a Skraup synthesis, a classic method for quinoline synthesis. This step involves the condensation of the 3-chloroaniline with glycerol in the presence of sulfuric acid and an oxidizing agent like nitrobenzene. The resulting compound is quinoline.
3. The quinoline is then selectively brominated at the 7-position using bromine in the presence of a Lewis acid such as aluminum bromide to produce 7-bromoquinoline.
4. Finally, a halogen exchange (halodeboronation) may be required to introduce the chloro group at the 3-position on the quinoline ring, resulting in the desired end product, 7-bromo-3-chloroquinoline.

It is critical to apply the appropriate reaction conditions and stoichiometry at each step to ensure the yield of the target compound with high purity. Additionally, careful control of reaction temperatures, times, and the use of protective groups is often needed to prevent unwanted side reactions.