638218-78-7 | 2-(6-Bromopyridin-2-yl)propan-2-ol

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$18.00	$13.00
250mg	97%	in stock	$22.00	$15.00
1g	97%	in stock	$39.00	$27.00
5g	97%	in stock	$108.00	$75.00

Description

• Catalog Number: AB43475
• Chemical Name: 2-(6-Bromopyridin-2-yl)propan-2-ol
• CAS Number: 638218-78-7
• Molecular Formula: C8H10BrNO
• Molecular Weight: 216.0751
• MDL Number: MFCD16657880
• SMILES: Brc1cccc(n1)C(O)(C)C

Computed Properties

• Complexity: 138
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 1.6

Upstream Synthesis Route

The synthesis of 2-(6-bromopyridin-2-yl)propan-2-ol entails several key steps starting from basic pyridine derivatives. Below is the upstream synthesis route:

1. Start from 2-methylpyridine as the base structure.
2. Perform a bromination reaction at the 6-position via electrophilic aromatic substitution using Br2 in the presence of a Lewis acid catalyst like FeBr3 to obtain 6-bromopyridin-2-yl.
3. Utilize an appropriate Grignard reagent, in this case ethylmagnesium bromide (CH3CH2MgBr), for a Grignard reaction with the obtained 6-bromopyridine to introduce the ethyl group at the 2-position. Subsequent hydrolysis will yield 2-ethyl-6-bromopyridine.
4. To introduce the hydroxyl group at the terminal end of the ethyl side chain, perform an oxidation reaction which can be achieved most efficiently through the use of an oxidizing agent such as pyridinium chlorochromate (PCC) converting the ethyl group to 2-hydroxyethyl.
5. Finally, to ensure the presence of the propan-2-ol moiety, a hydrogenation step is required to fully saturate the side chain. This can be carried out using a catalyst such as Pd/C under hydrogen gas to yield the final product, 2-(6-bromopyridin-2-yl)propan-2-ol.

Each step must be followed by purification techniques like column chromatography or recrystallization to ensure the integrity of the intermediates and the final compound. Safety protocols must be strictly adhered to while handling hazardous chemicals, particularly bromination agents and chromium-based oxidizers.