GNF-6

Base Information

• Chemical Name: GNF-6
• CAS No.: 839708-29-1
• Molecular Formula: C₂₂H₁₉F₃N₆O₂
• Molecular Weight: 456.427
• Mol file: 839708-29-1.mol

Synonyms:GNF-6

Chemical Property of GNF-6

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of GNF-6

There total 7 articles about GNF-6 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: 77.0%

N-(4-methyl-3-(1-methyl-7-(methylsulfonyl)-2-oxo-1,2-dihydropyrimido[4,5-d]pyrimidin-3(4H)-yl)phenyl)-3-(trifluoromethyl)-benzamide (839705-68-9) → GNF-6 (839708-29-1)

Guidance literature:

With ammonia; In 1,4-dioxane; isopropyl alcohol; at 120 ℃; for 24h; Sealed tube;

DOI:10.1021/jm901808w

Reference yield: 28.0%

N-(3-(7-chloro-1-methyl-2-oxo-1,4-dihydropyrimido[4,5-d]-pyrimidin-3(2H)-yl)-4-methylphenyl)-3-(trifluoromethyl)benzamide (839708-52-0) → GNF-6 (839708-29-1)

Guidance literature:

With ammonia; In dimethyl sulfoxide; at 150 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00882

Reference yield:

5-(hydroxymethyl)pyrimidine-2,4-diol (4433-40-3) → GNF-6 (839708-29-1)

Guidance literature:

Multi-step reaction with 7 steps

1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / toluene / 1 h / 0 - 110 °C / Inert atmosphere

2: sodium iodide; potassium carbonate / acetone / 10 h / 50 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; methanol / 1.5 h / 60 °C / Inert atmosphere

4: triethylamine / tetrahydrofuran / 1 h / 0 - 70 °C / Inert atmosphere

5: iron; ammonium chloride / methanol; tetrahydrofuran; water / 2 h / 80 °C / Inert atmosphere

6: potassium carbonate / dichloromethane / 1 h / 20 °C / Inert atmosphere

7: ammonia / dimethyl sulfoxide / 15 h / 150 °C / Inert atmosphere

With ammonia; iron; potassium carbonate; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; acetone; toluene;

DOI:10.1021/acs.jmedchem.8b00882

upstream raw materials:

N-(4-methyl-3-(1-methyl-7-(methylsulfonyl)-2-oxo-1,2-dihydropyrimido[4,5-d]pyrimidin-3(4H)-yl)phenyl)-3-(trifluoromethyl)-benzamide

5-(hydroxymethyl)pyrimidine-2,4-diol

2,4-dichloro-5-(chloromethyl)pyrimidine

N-(3-(7-chloro-1-methyl-2-oxo-1,4-dihydropyrimido[4,5-d]-pyrimidin-3(2H)-yl)-4-methylphenyl)-3-(trifluoromethyl)benzamide

Refernces

• 1、 Choi, Hwan Geun,Ren, Pingda,Adrian, Francisco,Sun, Fangxian,Lee, Hyun Soo,Wang, Xia,Ding, Qiang,Zhang, Guobao,Xie, Yongping,Zhang, Jianming,Liu, Yi,Tuntland, Tove,Warmuth, Markus,Manley, Paul W.,Mestan, Jürgen,Gray, Nathanael S.,Sim, Taebo. "A type-ii kinase inhibitor capable of inhibiting the T315I "Gatekeeper" mutant of Bcr-Abl". experimental part. p. 5439 - 5448. Retrieved 2010/11/05.