Description
N-(5-bromo-2-methylpyridin-3-yl)acetamide (CAS No. 1301214-71-0) is a high-purity brominated pyridine derivative with the molecular formula C8H9BrN2O. This compound is a valuable intermediate in organic synthesis and pharmaceutical research, featuring a reactive bromine substituent and an acetamide functional group for versatile derivatization. It is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously tested for consistency, ensuring optimal performance in coupling reactions, heterocycle synthesis, and medicinal chemistry applications. Ideal for researchers developing kinase inhibitors, agrochemicals, or functional materials. Store in a cool, dry place under inert atmosphere to maintain stability.
Properties
- CAS Number: 1301214-71-0
- Complexity: 174
- IUPAC Name: N-(5-bromo-2-methyl-3-pyridyl)acetamide
- InChI: InChI=1S/C8H9BrN2O/c1-5-8(11-6(2)12)3-7(9)4-10-5/h3-4H,1-2H3,(H,11,12)
- InChI Key: RVTYXFKKBCBRPZ-UHFFFAOYSA-N
- Exact Mass: 227.98983
- Molecular Formula: C8H9BrN2O
- Molecular Weight: 229.07
- SMILES: CC1=C(C=C(C=N1)Br)NC(=O)C
- Topological: 42
- Monoisotopic Mass: 227.98983
- Synonyms: N-(5-Bromo-2-methylpyridin-3-yl)acetamide, 1301214-71-0, 818-211-9, Acetamide, N-(5-bromo-2-methyl-3-pyridinyl)-, SCHEMBL1759235, CHEMBL4980119, RVTYXFKKBCBRPZ-UHFFFAOYSA-N, BCC21471, AKOS022177701, DA-46287, F70538, N-(5-Bromo-2-methyl-pyridin-3-yl)-acetamide, EN300-1644690, Z1269239710
Application
N-(5-bromo-2-methylpyridin-3-yl)acetamide serves as a key building block in Suzuki-Miyaura cross-coupling reactions for pharmaceutical lead optimization. Its bromopyridine core facilitates palladium-catalyzed aryl-aryl bond formation in drug discovery. The compound is also employed in synthesizing kinase-targeting small molecules and as a precursor for functionalized pyridine ligands in catalysis. Researchers utilize it to develop bromine-labeled probes for bioimaging studies.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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