2-Acetamido-5-bromopyridine

Base Information

• Chemical Name: 2-Acetamido-5-bromopyridine
• CAS No.: 7169-97-3
• Molecular Formula: C7H7 Br N2 O
• Molecular Weight: 215.049
• Hs Code.: 29339900
• European Community (EC) Number: 626-709-0
• NSC Number: 159406
• DSSTox Substance ID: DTXSID80303622
• Nikkaji Number: J454.766G
• Wikidata: Q72434011
• Mol file: 7169-97-3.mol

Synonyms:7169-97-3;2-Acetamido-5-bromopyridine;n-(5-bromopyridin-2-yl)acetamide;2-Acetylamino-5-bromopyridine;Acetamide, N-(5-bromo-2-pyridinyl)-;N-(5-bromo-2-pyridyl)acetamide;N-(5-bromo-2-pyridinyl)acetamide;MFCD00468968;n-(5-bromo-pyridin-2-yl)-acetamide;2-Acetylamino-5-bromopyridine, 98%;N-ACETYLAMINO-5-BROMOPYRIDINE;NSC159406;SCHEMBL356367;N-(5-bromopyrid-2-yl)acetamide;DTXSID80303622;N-(5bromo-2-pyridinyl)acetamide;MJFCOXATGBYERZ-UHFFFAOYSA-N;n-(5-bromo-pyridin-2-yl)acetamide;N(5-Bromo-pyridin-2-yl)-acetamide;AKOS008979380;AC-6753;CCG-340061;DS-1877;FS-2283;NSC-159406;SY022132;A9378;AM20061462;FT-0647253;AC-907/34126032;A1-00386

Chemical Property of 2-Acetamido-5-bromopyridine

Chemical Property:

• Vapor Pressure: 9.8E-06mmHg at 25°C
• Melting Point: 175-179 °C (lit.)
• Boiling Point: 372.2°Cat760mmHg
• PKA: 12.94±0.70(Predicted)
• Flash Point: 178.9°C
• Density: 1.63g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 213.97418
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98% ^*data from raw suppliers

2-Acetamido-5-bromopyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,T
• Statements: 22-36/37/38-43-40
• Safety Statements: 26-36/37/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=NC=C(C=C1)Br
• Uses: 2-Acetamido-5-bromopyridine is a chemical reagent used in the synthesis of novel Bcr-Abl inhibitors with diacylated piperazine felxible linkers. Also used to produce hetero-monocyclic derivatives as even more potent inhibitors of BCR-ABL.

Technology Process of 2-Acetamido-5-bromopyridine

There total 1 articles about 2-Acetamido-5-bromopyridine 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: 30.0%

5-bromo-2-pyridylamine (1072-97-5) + toluene-4-sulfonic acid (104-15-4) → 5-bromo-2-(4-methylphenylsulfonyloxy)pyridine + N-(5-bromopyridin-2-yl)acetamide (7169-97-3)

Guidance literature:

With toluene-4-sulfonic acid; potassium iodide; sodium nitrite; In acetonitrile; at 20 ℃;

DOI:10.1055/s-2006-958936

Reference yield: 76.0%

N-(5-bromopyridin-2-yl)acetamide (7169-97-3) + 4-carboxyphenylboronic acid (14047-29-1) → 4-[6-(acetylamino)pyridin-3-yl]benzoic acid

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In methanol; acetonitrile; at 90 ℃; for 48h; Inert atmosphere;

DOI:10.1039/c5ob00430f

Reference yield: 76.0%

N-(5-bromopyridin-2-yl)acetamide (7169-97-3) + 4-Bromobenzoic acid (586-76-5) → 4-[6-(acetylamino)pyridin-3-yl]benzoic acid

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In water; acetonitrile; at 90 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.bmc.2021.116398

upstream raw materials:

5-bromo-2-pyridylamine

toluene-4-sulfonic acid

Downstream raw materials:

N-(5-acetyl-pyridin-2-yl)-acetamide

N-(5-bromo-1,6-dihydro-6-oxo-2-pyridinyl)-acetamide

5-bromo-1-(difluoromethyl)-1,2-dihydropyridin-2-one

6-benzyloxy-5-bromo-pyridin-2-ylamine

Refernces