N-(5-Bromo-4-methylpyridin-2-yl)acetamide

Base Information

• Chemical Name: N-(5-Bromo-4-methylpyridin-2-yl)acetamide
• CAS No.: 142404-82-8
• Molecular Formula: C8H9BrN2O
• Molecular Weight: 229.076
• Hs Code.: 29333990
• European Community (EC) Number: 624-514-5
• DSSTox Substance ID: DTXSID10569678
• Nikkaji Number: J454.768C
• Wikidata: Q72447935
• Mol file: 142404-82-8.mol

Synonyms:142404-82-8;N-(5-Bromo-4-methylpyridin-2-yl)acetamide;2-Acetamido-5-bromo-4-picoline;2-ACETAMIDO-5-BROMO-4-METHYLPYRIDINE;MFCD06798092;N-(5-bromo-4-methyl-2-pyridyl)acetamide;2-Acetylamino-5-bromo-4-methylpyridine;2-Acetamido-4-methyl-5-bromopyridine;SCHEMBL358579;DTXSID10569678;WVJCOPBDWMWUNP-UHFFFAOYSA-N;AKOS015891628;AB29808;AS-65008;SY052867;CS-0084753;2-Acetylamino-5-bromo-4-methylpyridine, 97%;T70271;A807905;J-507687

Chemical Property of N-(5-Bromo-4-methylpyridin-2-yl)acetamide

Chemical Property:

• Vapor Pressure: 9.6E-06mmHg at 25°C
• Melting Point: 151-155 °C(lit.)
• Refractive Index: 1.606
• Boiling Point: 372.5 °C at 760 mmHg
• PKA: 12.94±0.70(Predicted)
• Flash Point: 179.1 °C
• PSA: 41.99000
• Density: 1.545 g/cm³
• LogP: 2.18390
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Chloroform
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 227.98983
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

97% ^*data from raw suppliers

2-Acetamido-5-bromo-4-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-42/43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1Br)NC(=O)C
• Uses: 2-Acetamido-5-bromo-4-methylpyridine is used in the continuous exothermix process of nitration.

Technology Process of N-(5-Bromo-4-methylpyridin-2-yl)acetamide

There total 6 articles about N-(5-Bromo-4-methylpyridin-2-yl)acetamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

2-acetylamino-4-methylpyridine (5327-32-2) → 2-acetamido-4-methylpyridinium hydrobromide perbromide + N-(5-bromo-4-methylpyridin-2-yl)acetamide (142404-82-8)

Guidance literature:

With bromine; In dichloromethane;

Reference yield: 83.0%

5-bromo-2-fluoro-4-methyl-pyridine (864830-16-0) + acetamidine hydrochloride (124-42-5) → N-(5-bromo-4-methylpyridin-2-yl)acetamide (142404-82-8)

Guidance literature:

With water; caesium carbonate; In dimethyl sulfoxide; at 90 ℃; for 18h; chemoselective reaction; Schlenk technique;

DOI:10.1039/d0ob01904f

Reference yield: 82.0%

2-acetylamino-4-methylpyridine (5327-32-2) → N-(5-bromo-4-methylpyridin-2-yl)acetamide (142404-82-8)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

upstream raw materials:

2-amino-5-bromo-4-methylpyridine

acetic anhydride

2-acetylamino-4-methylpyridine

2-Amino-4-methylpyridine

Downstream raw materials:

2-acetylamino-4-methylpyridine

6-acetamido-4-methylpyridin-3-ylboronic acid

2-amino-3-nitro-4-methyl-5-bromopyridine

1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl hydrogen phosphate