124405-67-0 | 2-Bromo-5-chloropyrimidine

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$9.00	$6.00
250mg	98%	in stock	$12.00	$9.00
1g	98%	in stock	$23.00	$17.00
5g	98%	in stock	$98.00	$69.00
10g	98%	in stock	$176.00	$124.00
25g	98%	in stock	$439.00	$308.00

Description

• Catalog Number: AA28256
• Chemical Name: 2-Bromo-5-chloropyrimidine
• CAS Number: 124405-67-0
• Molecular Formula: C4H2BrClN2
• Molecular Weight: 193.4291
• MDL Number: MFCD12026299
• SMILES: Clc1cnc(nc1)Br

Computed Properties

• Complexity: 72.4
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 2
• XLogP3: 1.9

Upstream Synthesis Route

The synthesis of 2-Bromo-5-chloropyrimidine can be achieved from 2,4-Dichloropyrimidine as a starting material. The bromination step involves the selective substitution of the chlorine at the 2-position. Here is a brief overview of the upstream synthesis route:

1. **Substituted Pyrimidine Synthesis**: Begin with 2,4-Dichloropyrimidine as the starting material which is commercially available or can be synthesized via cyclization of the appropriate urea and 1,3-dichloropropane.

2. **Selective Halogen Exchange (Halogen Dance Reaction)**: Treat 2,4-Dichloropyrimidine with a brominating agent such as N-bromosuccinimide (NBS) in the presence of a suitable catalyst such as DBU (1,8-Diazabicyclo[5.4.0]undec-7-ene) or sodium bicarbonate in a solvent like carbon tetrachloride or chloroform at elevated temperatures. This will predominantly replace the chlorine atom at the 2-position with a bromine atom, yielding 2-Bromo-4-chloropyrimidine.

3. **Isomerization (If Necessary)**: If the obtained product is a mixture of 2-Bromo-4-chloropyrimidine and 4-Bromo-2-chloropyrimidine, an isomerization step may be required. This can be done by heating the mixture with a base such as pyridine.

4. **Purification**: Purify the desired product, 2-Bromo-5-chloropyrimidine, by recrystallization or chromatography to achieve the necessary degree of purity for downstream applications.

The reaction conditions such as temperature, solvent, and catalyst might need to be optimized to achieve the desired selectivity and yield.