64571-34-2 | 2-Methylpyrimidine-4-carbonitrile

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$63.00	$44.00
250mg	97%	in stock	$151.00	$106.00
1g	97%	in stock	$303.00	$212.00
5g	97%	in stock	$942.00	$659.00

Description

• Catalog Number: AG76849
• Chemical Name: 2-Methylpyrimidine-4-carbonitrile
• CAS Number: 64571-34-2
• Molecular Formula: C6H5N3
• Molecular Weight: 119.124
• MDL Number: MFCD18377679
• SMILES: N#Cc1ccnc(n1)C

Upstream Synthesis Route

The upstream synthesis route of 2-Methylpyrimidine-4-carbonitrile can be achieved through the following steps:

1. **Starting Material:** Begin with 4-methylpentan-2-one as the starting material.

2. **Formation of Oxime:** React the ketone with hydroxylamine to form the corresponding oxime.

3. **Beckmann Rearrangement:** Subject the oxime to Beckmann rearrangement. This involves treating the oxime with an acid, like sulfuric acid, to form an amide intermediate.

4. **Hofmann Rearrangement:** Apply the Hofmann rearrangement to the amide, where bromine and sodium hydroxide are used to convert the amide to an amine.

5. **Formation of Nitrile:** The resulting primary amine is then subjected to dehydration to form the target nitrile group. This can be achieved by treatment with a dehydrating agent such as thionyl chloride, leading to the formation of 2-methylbutanenitrile.

6. **Cyanation Step:** The obtained 2-methylbutanenitrile is then treated with a suitable base like sodium amide to remove a proton from the methyl group, followed by a cyanation step where elemental sulfur and subsequent hydrolysis yield 2-methylbutanenitrile-4-thione.

7. **Cyclization:** Finally, the thione undergoes cyclization with formamide, which after heating, leads to the formation of the heterocyclic compound 2-Methylpyrimidine-4-carbonitrile.

Each of these steps must be controlled with appropriate temperature, pressure conditions, catalysts, and solvents to optimize yield and purity of the final product. The reagents used at each step must be handled with care due to their reactive and sometimes hazardous nature. The final product should be purified using appropriate chromatographic or crystallization techniques to achieve the desired level of purity.