2-Acetylamino-5-bromo-6-methylpyridine

Base Information

• Chemical Name: 2-Acetylamino-5-bromo-6-methylpyridine
• CAS No.: 142404-84-0
• Molecular Formula: C8H9BrN2O
• Molecular Weight: 229.07386
• Hs Code.: 29333990
• European Community (EC) Number: 622-850-7
• DSSTox Substance ID: DTXSID30359270
• Nikkaji Number: J454.770E
• Wikidata: Q82140402
• Mol file: 142404-84-0.mol

Synonyms:142404-84-0;2-Acetylamino-5-bromo-6-methylpyridine;N-(5-bromo-6-methylpyridin-2-yl)acetamide;2-Acetamido-5-bromo-6-picoline;2-ACETAMIDO-5-BROMO-6-METHYLPYRIDINE;N-(5-Bromo-6-methyl-2-pyridyl)acetamide;N-(5-bromo-6-methyl-pyridin-2-yl)-acetamide;SCHEMBL1269767;DTXSID30359270;MFCD03909755;STK121018;AKOS003210914;AB16850;CCG-339930;PS-3464;N-(5-bromo-6-methyl-2-pyridinyl)acetamide;CS-0092050;FT-0656356;2-Acetylamino-5-bromo-6-methylpyridine, 97%;EN300-7376995;A807906;J-507706;N-(5-BROMO-6-METHYL-2-PYRIDINYL)-ACETAMIDE;Z57345368

Chemical Property of 2-Acetylamino-5-bromo-6-methylpyridine

Chemical Property:

• Vapor Pressure: 3.74E-05mmHg at 25°C
• Melting Point: 154-158 °C(lit.)
• Refractive Index: 1.606
• Boiling Point: 352.8 °C at 760 mmHg
• Flash Point: 167.2 °C
• PSA: 41.99000
• Density: 1.545 g/cm³
• LogP: 2.18390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• 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:

98%min ^*data from raw suppliers

2-Acetylamino-5-bromo-6-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=C(C=CC(=N1)NC(=O)C)Br

Technology Process of 2-Acetylamino-5-bromo-6-methylpyridine

There total 8 articles about 2-Acetylamino-5-bromo-6-methylpyridine 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: 93.0%

5-bromo-6-methyl-pyridin-2-ylamine (42753-71-9) + acetyl chloride (75-36-5) → N-(5-bromo-6-methyl-pyridin-2-yl)-acetamide (142404-84-0)

Guidance literature:

With pyridine; at 20 ℃; for 0.5h;

DOI:10.1021/jo0402226 DOI:10.1016/j.tet.2005.02.070

Reference yield: 90.0%

2-acetylamino-6-methylpyridine (5327-33-3) → N-(5-bromo-6-methyl-pyridin-2-yl)-acetamide (142404-84-0)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In water; for 1h; Irradiation;

DOI:10.1002/jhet.5570380125

Reference yield: 88.0%

5-bromo-6-methyl-pyridin-2-ylamine (42753-71-9) + acetic anhydride (108-24-7) → N-(5-bromo-6-methyl-pyridin-2-yl)-acetamide (142404-84-0)

Guidance literature:

With pyridine; at 100 ℃;

DOI:10.1002/prac.199633801126

upstream raw materials:

5-bromo-6-methyl-pyridin-2-ylamine

acetic anhydride

2-acetylamino-6-methylpyridine

sodium acetate

Downstream raw materials:

6-acetamido-3-bromopicolinic acid

N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetamide

Refernces

• 1、 Thompson, Amy E.,Hughes, Gregory,Batsanov, Andrei S.,Bryce, Martin R.,Parry, Paul R.,Tarbit, Brian. "Palladium-catalyzed cross-coupling reactions of pyridylboronic acids with heteroaryl halides bearing a primary amine group: Synthesis of highly substituted bipyridines and pyrazinopyridines". . p. 388 - 390. Retrieved 2007/10/03.
• 2、 Goswami, Shyamaprosad,Dey, Swapan,Jana, Subrata,Adak, Avijit Kumar. "Side chain bromination of mono and dimethyl heteroaromatic and aromatic compounds by solid phase N-bromosuccinimide reaction without radical initiator under microwave". . p. 916 - 917. Retrieved 2007/10/03.