INCB28060

Base Information

• Chemical Name: INCB28060
• CAS No.: 1029712-80-8
• Molecular Formula: C23H17FN6O
• Molecular Weight: 412.426
• Mol file: 1029712-80-8.mol

Synonyms:2-Fluoro-N-methyl-4-[7-[(quinolin-6-yl)methyl]imidazo[1,2-b]-[1,2,4]triazin-2-yl]benzamide;

Chemical Property of INCB28060

Chemical Property:

• Appearance/Colour: Yellow solid powder
• Vapor Pressure: 0-0Pa at 20-25℃
• PKA: 13.82±0.46(Predicted)
• PSA: 85.07000
• Density: 1.40
• LogP: 3.81990
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99.5% ^*data from raw suppliers

Capmatinib(INCB28060) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: INCB 28060 is an inhibitor of heptatocyte growth factor receptor (HGFR, also known as c-Met), potently blocking in vitro kinase activity (IC50 = 0.13 nM) as well as constitutive or HGF-stimulated activity in cells (IC50 values range from 0.3 to 1.1 nM). It blocks cell proliferation and migration or induces apoptosis in different types of cancer cells. INCB 28060 is orally bioavailable and inhibits the growth of HGFR-dependent tumors in mice. It also improves efficacy of gemcitabine in a mouse pancreatic cancer model and reduces migration and adhesion in ovarian cancer cell models. Capmatinib is a competitive inhibitor with very potent and selective activity against MET compared to other kinases.
• Uses: 2-Fluoro-N-methyl-4-(7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl)benzamide is used in the preparation of a combination formulation with allosteric SHP2 inhibitor TNO155. Used in treatment of non-small cell lung cancer with specific mutations (those that lead to mesenchymal-epithelial transition or MET exon 14 skipping).

Technology Process of INCB28060

There total 7 articles about INCB28060 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: 90.0%

2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide (1029713-99-2) + dimethyl sulfate (77-78-1) → 2-fluoro-N-methyl-4-[7-(quinolin-6-yl-methyl)-imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide (1029712-80-8)

Guidance literature:

2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 5 ℃; for 0.5h;

dimethyl sulfate; In N,N-dimethyl-formamide; mineral oil; at 60 ℃; for 2h;

Reference yield: 85.4%

2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoic acid (1029714-88-2) + methylamine (74-89-5) → 2-fluoro-N-methyl-4-[7-(quinolin-6-yl-methyl)-imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide (1029712-80-8)

Guidance literature:

2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoic acid; methylamine; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 - 30 ℃;

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; Product distribution / selectivity;

Reference yield:

2-Fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoic acid dihydrochloride + methylamine (74-89-5) → 2-fluoro-N-methyl-4-[7-(quinolin-6-yl-methyl)-imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide (1029712-80-8)

Guidance literature:

2-fluoro-4-(7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl)benzoic acid dihydrochloride; With 1,1'-carbonyldiimidazole; In 1-methyl-pyrrolidin-2-one; at 0 ℃; Large scale;

methylamine; In 1-methyl-pyrrolidin-2-one; at 15 - 25 ℃; for 8h; Large scale;

upstream raw materials:

2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzoic acid

methylamine

2-fluoro-4-(7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl)benzonitrile

2-fluoro-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide

Downstream raw materials:

2-fluoro-N-methyl-4-[7-(quinolin-6-yl-methyl)-imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide dihydrochloride

2-fluoro-N-methyl-4-[7-(quinolin-6-ylmethyl)imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide hydrochloride

Refernces

• 1、 -. "PROCESS AND INTERMEDIATES FOR THE PREPARATION OF 2-FLUORO-N-METHYL-4-[7-QUINOLIN-6-YL-METHYL)-IMIDAZO[1,2-B][1,2,4]TRIAZIN-2YL]BENZAMIDE". . . Retrieved 2021/08/27.
• 2、 -. "SALTS OF 2-FLUORO-N-METHYL-4-[7-(QUINOLIN-6-YL-METHYL)-IMIDAZO[1,2-b][1,2,4]TRIAZIN-2-YL]BENZAMIDE AND PROCESSES RELATED TO PREPARING THE SAME". Page/Page column 24-25. . Retrieved 2009/12/05.