2,6-Dichloro-5-fluoronicotinoyl chloride

Base Information

• Chemical Name: 2,6-Dichloro-5-fluoronicotinoyl chloride
• CAS No.: 96568-02-4
• Molecular Formula: C6H Cl3 F N O
• Molecular Weight: 228.437
• Hs Code.: 2933399090
• European Community (EC) Number: 624-647-9
• DSSTox Substance ID: DTXSID40369966
• Nikkaji Number: J2.599.587B
• Wikidata: Q82157264
• Mol file: 96568-02-4.mol

Synonyms:2,6-Dichloro-5-fluoronicotinoyl chloride;96568-02-4;2,6-dichloro-5-fluoropyridine-3-carbonyl chloride;2,6-Dichloro-5-fluoro-3-pyridinecarbonyl chloride;2,6-dichloro-5-fluoro-pyridine-3-carbonyl chloride;SCHEMBL919984;DTXSID40369966;AATVXELAYCLVTJ-UHFFFAOYSA-N;MFCD01863240;AKOS015891966;2,6-dichloro-5-fluoro-nicotinoylchloride;PS-10686;CS-0267914;FT-0610589;2,6-dichloro-5-fluoronicotinic acid chloride;EN300-1459130;A845613;2,6-Dichloro-5-fluoropyridine-3-carboxylic acid chloride;2,6-bis(chloranyl)-5-fluoranyl-pyridine-3-carbonyl chloride

Chemical Property of 2,6-Dichloro-5-fluoronicotinoyl chloride

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Refractive Index: n20/D >1.5720(lit.)
• Boiling Point: 273.1°Cat760mmHg
• PKA: -6.00±0.10(Predicted)
• Flash Point: 119°C
• PSA: 29.96000
• Density: 1.665g/cm³
• LogP: 2.90650
• Storage Temp.: 0-6°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.910775
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dichloro-5-fluoronicotinoylChlorideI ^*data from reagent suppliers

Safty Information:

• 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(=C1F)Cl)Cl)C(=O)Cl

Technology Process of 2,6-Dichloro-5-fluoronicotinoyl chloride

There total 6 articles about 2,6-Dichloro-5-fluoronicotinoyl 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: 100.0%

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → 2,6-dichloro-5-fluoro-3-nicotinoyl chloride (96568-02-4)

Guidance literature:

With thionyl chloride; In toluene; for 3h;

Reference yield: 85.0%

lithium phosphate + methyl 2,6-dihydroxy-5-fluoronicotinate (148874-68-4) → 2,6-dichloro-5-fluoro-3-nicotinoyl chloride (96568-02-4)

Guidance literature:

With thionyl chloride; trichlorophosphate;

Reference yield:

ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate (82671-03-2) → 2,6-dichloro-5-fluoro-3-nicotinoyl chloride (96568-02-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 73.2 percent / trifluoroacetic acid, 7.5 N aq. HCl / 24 h / Heating

2: thionyl chloride / 2 h / 80 °C

With hydrogenchloride; thionyl chloride; trifluoroacetic acid;

upstream raw materials:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate

2,6-dichloro-5-fluoro-pyridine-3-carbonitrile

2,6-dichloro-5-fluoropyridine-3-carboxamide

Downstream raw materials:

8-benzoyl-6,7-dibenzyl-2-chloro-3-fluoro-5,6-dihydro-1,6-naphthyridin-5-one

ethyl 7-chloro-6-fluoro-4(1H)-oxopyrido<2,3-c>pyridazine-3-carboxylate

ethyl 2-diazo-2-<2-chloro-5-fluoro-6-(p-tolylthio)nicotinoyl>acetate

<<1-ethoxycarbonyl-1-(2-chloro-5-fluoro-6-(p-tolylthio)nicotinoyl)methylene>hydrazono>triphenylphosphorane

Refernces

• 1、 -. "KRAS MUTANT PROTEIN INHIBITOR". Page/Page column 51-52. . Retrieved 2021/05/15.
• 2、 -. "TRICYCLIC COMPOUNDS AS INHIBITORS OF KRAS". Page/Page column 185; 186. . Retrieved 2021/07/17.