23585-49-1 | (1H-Pyrazol-3-yl)methanol

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$20.00	$14.00
1g	95%	in stock	$33.00	$23.00
5g	95%	in stock	$108.00	$75.00
10g	95%	in stock	$198.00	$139.00
25g	95%	in stock	$461.00	$323.00
100g	95%	in stock	$1,536.00	$1,075.00

Description

• Catalog Number: AB23911
• Chemical Name: (1H-Pyrazol-3-yl)methanol
• CAS Number: 23585-49-1
• Molecular Formula: C4H6N2O
• Molecular Weight: 98.1032
• MDL Number: MFCD08436148
• SMILES: OCc1cc[nH]n1

Computed Properties

• Complexity: 57.7
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 7
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: -0.6

Upstream Synthesis Route

The upstream synthesis of (1H-pyrazol-3-yl)methanol typically involves the following key reactions:

1. Condensation of hydrazine with a β-keto ester or β-diketone: This step is crucial for forming the pyrazole ring. A common starting material is ethyl acetoacetate, which reacts with hydrazine hydrate to yield 3-methyl-1H-pyrazol-5-ol.

2. Methylation of the hydroxyl group: The 3-methyl-1H-pyrazol-5-ol undergoes a methylation reaction, typically with a methylating agent like methyl iodide, dimethyl sulfate, or methanol in the presence of an acid catalyst, leading to the formation of a methyl ether.

3. Demethylation to introduce the hydroxyl group at the 3-position: The methoxy group is then cleaved to introduce the hydroxyl functionality. This can be achieved using hydrobromic acid in acetic acid, reverting the structure to a 3-hydroxy substituted pyrazole.

4. Oxidation: In certain cases, if the starting material is not a 3-substituted pyrazole, an oxidation step using an oxidizing agent such as chromium trioxide or PCC (Pyridinium chlorochromate) might be necessary to introduce the hydroxyl group at the 3-position on the pyrazole ring.

The mentioned steps synthesize (1H-pyrazol-3-yl)methanol, although there might be slight variations depending on the specific substrates and conditions used. It's important to note that protective groups might be needed if there are sensitive functional groups present in the starting materials that could be adversely affected by the reaction conditions.