24484-98-8 | 2,3-Diamino-4-chloropyridine

Packsize	Purity	Availability	Price	Discounted Price
1g	96%	in stock	$34.00	$24.00
5g	96%	in stock	$132.00	$93.00
100g	96%	in stock	$1,994.00	$1,396.00

Description

• Catalog Number: AB24595
• Chemical Name: 2,3-Diamino-4-chloropyridine
• CAS Number: 24484-98-8
• Molecular Formula: C5H6ClN3
• Molecular Weight: 143.5742
• MDL Number: MFCD13181777
• SMILES: Nc1c(Cl)ccnc1N

Computed Properties

• Complexity: 98.2
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• XLogP3: 0.5

Upstream Synthesis Route

To synthesize 2,3-Diamino-4-chloropyridine, one efficient route begins with the chlorination of pyridine to form 4-chloropyridine as a starting material. Following this, a S_NAr reaction (nucleophilic aromatic substitution) can be employed to introduce the first amino group at the 3-position using an appropriate amine source, such as ammonia or an ammonium salt, under elevated temperatures and pressure conditions.

After the introduction of the first amino group, a protection step may be necessary to prevent polyamination. Common protection groups for amines include Boc (tert-butoxycarbonyl) or Fmoc (9-fluorenylmethyloxycarbonyl). With the 3-amino group protected, the next step is to introduce the second amino group at the 2-position. This step also employs S_NAr conditions and may require a strong base to generate the amino anion, which then attacks the 2-position.

Upon successful amination at the 2-position, the protective group can be removed under acidic or basic conditions, depending on the chosen protecting group, to give the free 2,3-diamino moiety. The reaction sequence gives 2,3-diamino-4-chloropyridine as the final product after purification, typically by crystallization or chromatographic techniques.