5-Bromonicotinoyl chloride

Base Information

• Chemical Name: 5-Bromonicotinoyl chloride
• CAS No.: 39620-02-5
• Molecular Formula: C6H3BrClNO
• Molecular Weight: 220.453
• Hs Code.: 2933399990
• European Community (EC) Number: 679-310-9
• DSSTox Substance ID: DTXSID70381757
• Nikkaji Number: J27.989G
• Wikidata: Q72448416
• Mol file: 39620-02-5.mol

Synonyms:5-BROMONICOTINOYL CHLORIDE;39620-02-5;5-bromopyridine-3-carbonyl chloride;5-BROMONICOTINOYLCHLORIDE;5-Bromopyridine-3-carbonylchloride;5-Bromo-nicotinoyl chloride;3-Pyridinecarbonyl chloride, 5-bromo-;SCHEMBL486303;5-bromonicotinic acid chloride;DTXSID70381757;FMDREJRIXNEGEG-UHFFFAOYSA-N;MFCD00173853;AKOS000114023;AS-44281;A6621;BB 0244176;FT-0620169;5-Bromopyridine-3-carbonyl chloride, AldrichCPR;J-517203

Chemical Property of 5-Bromonicotinoyl chloride

Chemical Property:

• Vapor Pressure: 0.00918mmHg at 25°C
• Melting Point: 72-74 °C
• Refractive Index: 1.59
• Boiling Point: 265.4 °C at 760 mmHg
• PKA: 0.27±0.20(Predicted)
• Flash Point: 114.3 °C
• PSA: 29.96000
• Density: 1.76 g/cm³
• LogP: 2.22310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 218.90865
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

98% ^*data from raw suppliers

5-BromonicotinoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=C1Br)C(=O)Cl
• Uses: 5-Bromonicotinoyl Chloride is a building block that has been used as a reactant for the preparation of fosmidomycin analogs as an antimalarial compound with DXR inhibition activity and the preparation of cupsin 1, an upregulator of survival motor neuron (SMN) protein-1.

Technology Process of 5-Bromonicotinoyl chloride

There total 5 articles about 5-Bromonicotinoyl chloride 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: 95.0%

5-bromo-3-pyridinecarboxylic acid (20826-04-4) → 5-bromonicotinoyl chloride (39620-02-5)

Guidance literature:

With thionyl chloride; for 12h; Reflux;

Reference yield:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) + oxalyl dichloride (79-37-8) → 5-bromonicotinoyl chloride (39620-02-5)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield:

nicotinic acid (59-67-6) → 5-bromonicotinoyl chloride (39620-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / neat (no solvent) / 24 h / Heating

2: bromine / 1 h / 150 °C

With thionyl chloride; bromine; In neat (no solvent);

DOI:10.1021/jo00200a045

upstream raw materials:

5-bromo-3-pyridinecarboxylic acid

3-pyridinecarbonyl chloride

nicotinic acid

5-Bromo-pyridine-2,3-dicarboxylic acid

Downstream raw materials:

5-bromo-3-pyridine carboxylic acid methyl ester

3-bromo-5-(hydroxyisopropyl)pyridine

ethyl 5-bromo-3-pyridinecarboxylate

5-bromo-N,N-diethylnicotinamide