3-fluoropyridine-4-carbonyl chloride

Base Information

• Chemical Name: 3-fluoropyridine-4-carbonyl chloride
• CAS No.: 903592-75-6
• Molecular Formula: C₆H₃ClFNO
• Molecular Weight: 159.547
• Hs Code.: 2933399990
• Mol file: 903592-75-6.mol

Synonyms:3-fluoropyridine-4-carbonyl chloride

Chemical Property of 3-fluoropyridine-4-carbonyl chloride

Chemical Property:

Purity/Quality:

3-Fluoroisonicotinoylchloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-fluoropyridine-4-carbonyl chloride

There total 2 articles about 3-fluoropyridine-4-carbonyl 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:

3-fluoroisonicotinic acid (393-53-3) → 3-fluoropyridine-4-carbonyl chloride (903592-75-6)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide;

Reference yield:

3-Fluoropyridine (372-47-4) → 3-fluoropyridine-4-carbonyl chloride (903592-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -60 °C

1.2: 20 °C

1.3: pH 3

2.1: thionyl chloride / N,N-dimethyl-formamide / 2 h / Reflux

With n-butyllithium; thionyl chloride; diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; hexane;

Reference yield:

3(5)-aminopyrazole (1225387-53-0) + p-methoxybenzyl chloride (824-94-2) + 3-fluoropyridine-4-carbonyl chloride (903592-75-6) → 4-(4-methoxybenzyl)pyrazolo[1,5-a]pyrido[4,3-e]pyrimidin-5(4H)one

Guidance literature:

3⁽⁵⁾-aminopyrazole; 3-fluoropyridine-4-carbonyl chloride; In N,N-dimethyl acetamide; at 0 - 90 ℃; for 2h;

With caesium carbonate; In N,N-dimethyl acetamide; at 100 - 105 ℃; for 6h;

p-methoxybenzyl chloride; In N,N-dimethyl acetamide; at 20 - 60 ℃; for 2.5h;

upstream raw materials:

3-fluoroisonicotinic acid

3-Fluoropyridine

Downstream raw materials:

N-(4-(3,5-bis(trifluoromethyl)-1H-pyrazole-1-yl)phenyl)-3-fluoroisonicotinamide

Refernces

• 1、 -. "TRICYCLIC COMPOUNDS". Paragraph 0259. . Retrieved 2020/12/11.
• 2、 Bai, Sha,Nagai, Masazumi,Koerner, Steffi K.,Veves, Aristidis,Sun, Lijun. "Structure-activity relationship study and discovery of indazole 3-carboxamides as calcium-release activated calcium channel blockers". . p. 393 - 397. Retrieved 2017/01/17.