29681-42-3 | Methyl 4-bromopicolinate

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$8.00	$5.00
5g	97%	in stock	$15.00	$10.00
10g	97%	in stock	$18.00	$12.00
25g	97%	in stock	$42.00	$30.00
100g	97%	in stock	$167.00	$117.00

Description

• Catalog Number: AB38598
• Chemical Name: Methyl 4-bromopicolinate
• CAS Number: 29681-42-3
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.032
• MDL Number: MFCD07374897
• SMILES: COC(=O)c1cc(Br)ccn1

Computed Properties

• Complexity: 151
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• XLogP3: 1.7

Upstream Synthesis Route

The upstream synthesis route for Methyl 4-bromopicolinate would typically commence from 4-picoline as the starting material.

1. Oxidation: 4-picoline is oxidized using an appropriate oxidizing agent such as potassium permanganate (KMnO4) or chromium trioxide (CrO3), in an acidic medium to form 4-pyridinecarboxylic acid (also known as isonicotinic acid).

2. Esterification: The resulting 4-pyridinecarboxylic acid is then subjected to esterification by treating it with methanol in the presence of a strong acid catalyst like sulfuric acid (H2SO4) to yield Methyl 4-pyridinecarboxylate.

3. Bromination: In the final step, the ester compound, Methyl 4-pyridinecarboxylate, undergoes halogenation where a bromine source, such as N-bromosuccinimide (NBS) or elemental bromine (Br2), is used in the presence of a catalyst like azobisisobutyronitrile (AIBN) or light irradiation to facilitate the radical bromination at the 4-position, yielding the desired product, Methyl 4-bromopicolinate.

Each reaction step should be followed by purification steps such as recrystallization, distillation, or chromatography to isolate the desired product before proceeding to the next step in the synthesis route.