214342-63-9 | 4-Bromo-1-methylpyridin-2(1H)-one

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$8.00	$5.00
1g	98%	in stock	$10.00	$7.00
5g	98%	in stock	$24.00	$17.00
10g	98%	in stock	$47.00	$33.00
25g	98%	in stock	$114.00	$80.00
100g	98%	in stock	$449.00	$315.00

Description

• Catalog Number: AB50379
• Chemical Name: 4-Bromo-1-methylpyridin-2(1H)-one
• CAS Number: 214342-63-9
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.0219
• MDL Number: MFCD11226870
• SMILES: Brc1ccn(c(=O)c1)C

Computed Properties

• Complexity: 195
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 1
• XLogP3: 0.8

Upstream Synthesis Route

To synthesize 4-Bromo-1-methylpyridin-2(1H)-one, the following steps would be followed:

1. Start with nicotinonitrile as the precursor.
2. Perform a methylation reaction on nicotinonitrile using a suitable methylating agent such as iodomethane (CH3I) in the presence of a strong base like potassium tert-butoxide (t-BuOK). This step introduces the methyl group, yielding 1-methylpyridin-2(1H)-one (N-methylpicolinonitrile).
3. Subject the N-methylpicolinonitrile to hydrolysis, either through acidic or basic conditions, to transform the nitrile group to a carboxyl group, forming 1-methylpyridin-2(1H)-one (N-methylpicolinic acid).
4. Activation of the carboxyl group should be done next by converting it to an acyl chloride using thionyl chloride (SOCl2), creating 1-methylpyridine-2-carbonyl chloride.
5. Undergo an aromatic nucleophilic substitution by treating the acyl chloride with hydrogen bromide (HBr) in the presence of a catalyst like aluminium chloride (AlCl3). This facilitates the bromination at the 4-position of the ring, yielding the target compound, 4-Bromo-1-methylpyridin-2(1H)-one.

Throughout the synthesis, careful control of reaction conditions such as temperature, solvent, and stoichiometry is crucial to ensure the specificity of the reaction and avoid any side reactions or over-bromination.