1214385-66-6 | Methyl 2-bromo-3-fluoroisonicotinate

Packsize	Purity	Availability	Price	Discounted Price
100mg	96%	in stock	$35.00	$25.00
250mg	96%	in stock	$60.00	$42.00
1g	96%	in stock	$236.00	$165.00
5g	96%	in stock	$712.00	$498.00
10g	96%	in stock	$1,178.00	$824.00
25g	96%	in stock	$2,111.00	$1,478.00

Description

• Catalog Number: AA52919
• Chemical Name: Methyl 2-bromo-3-fluoroisonicotinate
• CAS Number: 1214385-66-6
• Molecular Formula: C7H5BrFNO2
• Molecular Weight: 234.0225
• MDL Number: MFCD14698109
• SMILES: COC(=O)c1ccnc(c1F)Br

Computed Properties

• Complexity: 179
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• XLogP3: 1.8

Upstream Synthesis Route

The upstream synthesis route of Methyl 2-bromo-3-fluoroisonicotinate typically involves the following steps:

1. **Halogentation:** Starting with 3-fluoronicotinic acid as the precursor, a halogenating agent like N-bromosuccinimide (NBS) is introduced to selectively brominate the 2-position on the pyridine ring under conditions that favor electrophilic aromatic substitution. The presence of a directing group such as a carboxylic acid assists in the regioselectivity of the bromination.

2. **Esterification:** After the bromination, the resulting 2-bromo-3-fluoronicotinic acid undergoes esterification using a suitable alcohol like methanol and a catalyst like sulfuric acid or an acid chloride to form methyl ester. This step can also be catalyzed by other reagents like DCC (Dicyclohexylcarbodiimide) in the presence of a catalyst such as DMAP (4-Dimethylaminopyridine).

3. **Purification:** Post-esterification, the crude product is typically purified using column chromatography or crystallization, depending on the nature of the by-products and impurities formed during the reaction.

4. **Characterization:** The final compound, Methyl 2-bromo-3-fluoroisonicotinate, is then characterized and confirmed using techniques like NMR (Nuclear Magnetic Resonance), IR (Infrared Spectroscopy), and mass spectrometry.

Each reaction step must be optimized for yield, purity, and cost-effectiveness depending on the scale of production and the specific requirements for the end-use of the compound.