6-FLUORO-IMIDAZO[1,2-B]PYRIDAZINE

Base Information

• Chemical Name: 6-FLUORO-IMIDAZO[1,2-B]PYRIDAZINE
• CAS No.: 113501-27-2
• Molecular Formula: C₆H₄FN₃
• Molecular Weight: 137.116
• Hs Code.: 2933998090
• Mol file: 113501-27-2.mol

Synonyms:6-FLUORO-IMIDAZO[1,2-B]PYRIDAZINE

Chemical Property of 6-FLUORO-IMIDAZO[1,2-B]PYRIDAZINE

Chemical Property:

• PSA: 30.19000
• LogP: 0.86840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

6-Fluoro-imidazo[1,2-b]pyridazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-FLUORO-IMIDAZO[1,2-B]PYRIDAZINE

There total 2 articles about 6-FLUORO-IMIDAZO[1,2-B]PYRIDAZINE 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: 52.0%

6-chloroimidazo[1,2-b]pyridazine (6775-78-6) → 6-fluoro-imidazo[1,2-b]pyridazine (113501-27-2)

Guidance literature:

With tetramethylammonium fluoride; In dimethyl sulfoxide; at 80 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c01490

Reference yield:

2-chloroethanal (107-20-0) + 6-fluoro-pyridazin-3-yl amine (108784-42-5) → 6-fluoro-imidazo[1,2-b]pyridazine (113501-27-2)

Guidance literature:

In water; butan-1-ol; for 1h; Reflux;

Reference yield:

6-fluoro-imidazo[1,2-b]pyridazine (113501-27-2) → {2-[3-(4-carbamoyl-phenyl)-imidazo[1,2-b]pyridazin-6-ylamino]-ethyl}-methyl-carbamic acid tert-butyl ester (1454808-95-7)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; bromine / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 96 h / Reflux; Inert atmosphere

3: potassium phosphate monohydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dichloromethane; water; 1,2-dimethoxyethane / 17 h / 85 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate monohydrate; bromine; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; dichloromethane; water; isopropyl alcohol;

DOI:10.1124/jpet.116.235333

upstream raw materials:

2-chloroethanal

6-fluoro-pyridazin-3-yl amine

6-chloroimidazo[1,2-b]pyridazine

Downstream raw materials:

{2-[3-(4-carbamoyl-phenyl)-imidazo[1,2-b]pyridazin-6-ylamino]-ethyl}-methyl-carbamic acid tert-butyl ester

Refernces

• 1、 Bland, Douglas C.,Lee, So Jeong,Morales-Colón, Mariá T.,Sanford, Melanie S.,Scott, Peter J. H.,See, Yi Yang. "Tetramethylammonium Fluoride Alcohol Adducts for SNAr Fluorination". supporting information. p. 4493 - 4498. Retrieved 2021/06/28.
• 2、 -. "IMIDAZO [1, 2 - B] PYRIDAZINE - BASED COMPOUNDS, COMPOSITIONS COMPRISING THEM, AND USES THEREOF". Page/Page column 23. . Retrieved 2013/09/26.