1227577-03-8 | 2-Chloro-3-fluoropyridin-4-amine

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$6.00	$5.00
1g	98%	in stock	$8.00	$6.00
5g	98%	in stock	$28.00	$20.00
10g	98%	in stock	$55.00	$39.00
25g	98%	in stock	$135.00	$95.00
100g	98%	in stock	$535.00	$375.00

Description

• Catalog Number: AA24860
• Chemical Name: 2-Chloro-3-fluoropyridin-4-amine
• CAS Number: 1227577-03-8
• Molecular Formula: C5H4ClFN2
• Molecular Weight: 146.5501
• MDL Number: MFCD16606117
• SMILES: Nc1ccnc(c1F)Cl

Computed Properties

• Complexity: 101
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 1.2

Upstream Synthesis Route

The upstream synthesis route for 2-Chloro-3-fluoropyridin-4-amine can be achieved through the following steps:

1. Starting from pyridine, execute a halogenation reaction to introduce a chlorine substituent at the 2-position, using an appropriate chlorinating agent like N-chlorosuccinimide (NCS) in the presence of a catalyst such as AIBN (azobisisobutyronitrile) under radical conditions.

2. Conduct a direct fluorination at the 3-position using a fluorinating agent such as Selectfluor or NFSI (N-fluorobenzenesulfonimide).

3. Subsequently, the nitrile group can be added to the 4-position using an S_NAr (nucleophilic aromatic substitution) reaction with a reagent such as ammonia to yield 4-aminopyridine, which gives selectivity for the amino group at the 4-position due to its directing effects.

4. Finally, protect the 4-amine group using a suitable protecting group like Boc (tert-butoxycarbonyl) to prevent it from reacting in the next step.

5. Perform a deprotection step to remove the protecting group from the 4-amine after the halogenation and fluorination steps are complete.

Ensure control over reaction conditions, temperature, and stoichiometry at each step to optimize yields and selectivity, and confirm the structure of final compound 2-Chloro-3-fluoropyridin-4-amine using analytical methods such as NMR and LC-MS.