885588-14-7 | Methyl 2-bromo-5-fluoroisonicotinate

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$5.00	$4.00
250mg	98%	in stock	$6.00	$5.00
1g	98%	in stock	$10.00	$7.00
5g	98%	in stock	$49.00	$35.00
25g	98%	in stock	$240.00	$168.00

Description

• Catalog Number: AH85582
• Chemical Name: Methyl 2-bromo-5-fluoroisonicotinate
• CAS Number: 885588-14-7
• Molecular Formula: C7H5BrFNO2
• Molecular Weight: 234.0225
• MDL Number: MFCD09951945
• SMILES: COC(=O)c1cc(Br)ncc1F

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

To synthesize Methyl 2-bromo-5-fluoroisonicotinate, one would typically start with 2-bromo-5-fluoropyridine as the primary substrate. The synthetic route involves the following steps:

1. **Free Radical Bromination**: The pyridine derivative undergoes a free radical bromination at the methyl position to introduce the bromine atom, using N-bromosuccinimide (NBS) in the presence of a radical initiator like azobisisobutyronitrile (AIBN) and a suitable solvent like carbon tetrachloride (CCl₄).

2. **Oxidation**: The methyl group of the resulting 2-bromo-5-fluoropyridine is oxidized to a carboxylic acid using an oxidizing agent such as potassium permanganate (KMnO₄) or chromium trioxide (CrO₃).

3. **Esterification**: The carboxylic acid is then converted to the corresponding methyl ester using methanol in the presence of an acid catalyst like sulfuric acid or through a transesterification process using dimethyl carbonate (DMC) and a base such as potassium carbonate (K₂CO₃).

4. **Halogen Exchange**: If starting with a halogen different from bromine, a halogen exchange reaction may be required using a brominating agent like hydrogen bromide (HBr) to achieve the desired 2-bromo substitution on the pyridine ring.

5. **Functional Group Conversion** (if required): Depending on the availability of starting materials, additional steps may be required to install the fluoro group at the 5-position if not already present.

This synthesis route provides a broad outline that would be tailored based on available starting materials, desired yields, and any other specific considerations relevant to the synthesis of Methyl 2-bromo-5-fluoroisonicotinate. The exact conditions for each reaction would need to be optimized in the laboratory.