1798304-51-4 | (4-cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	≥97%	in stock	$16.00	$11.00

Description

• Catalog Number: AX10024
• Chemical Name: (4-cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid
• CAS Number: 1798304-51-4
• Molecular Formula: C8H11BN2O3
• Molecular Weight: 193.9955
• MDL Number: MFCD31556945
• SMILES: COc1ncnc(c1B(O)O)C1CC1

Upstream Synthesis Route

To synthesize (4-cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid, begin with the construction of the pyrimidine core:

1. Initiate with the base cyclopropylamine to introduce the cyclopropyl group.
2. React cyclopropylamine with an appropriate β-dicarbonyl compound under acidic conditions to yield the cyclopropyl-pyrimidinone intermediate through a cyclization process. This forms the pyrimidinone core.
3. Introduce the methoxy group at the 6-position via O-alkylation with a methylating agent such as methyl iodide or dimethyl sulfate.
4. Convert the pyrimidinone to the corresponding 4-cyclopropyl-6-methoxypyrimidine using a dehydrating agent, typically by heating or under reflux conditions.
5. The 5-hydroxypyrimidine intermediate can then be subjected to a boronation reaction using a boron-derivative such as bis(pinacolato)diboron in the presence of a transition metal catalyst, commonly palladium, and a base, to yield the target (4-cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid.

Each reaction step should be optimized for yield and purity, and the intermediates should be characterized through standard analytical techniques such as NMR, IR, and MS to confirm structure and purity. Careful control of reaction conditions, such as temperature, solvent choice, and stoichiometry, is crucial for the success of the synthesis route.