N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

Base Information

• Chemical Name: N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide
• CAS No.: 1321619-07-1
• Molecular Formula: C₃₁H₂₁F₂N₅O₄
• Molecular Weight: 565.536
• Mol file: 1321619-07-1.mol

Synonyms:N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

Chemical Property of N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

There total 7 articles about N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide 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: 24.7%

N-(3-fluoro-4-(2-(methylsulfonyl)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (1321619-06-0) + methylamine hydrochloride (593-51-1) → N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (1321619-07-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 140 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.bmc.2011.05.038

Reference yield:

2-methylthio-5-phenylfuro[2,3-d]pyrimidin-4(3H)-one (1301610-61-6) → N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (1321619-07-1)

Guidance literature:

Multi-step reaction with 5 steps

1: trichlorophosphate / 0.5 h / 100 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 140 °C / Inert atmosphere; Microwave irradiation

With sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.05.038

Reference yield:

4-chloro-2-(methylthio)-5-phenylfuro[2,3-d]pyrimidine (1301610-62-7) → N-(3-fluoro-4-(2-(methylamino)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (1321619-07-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 140 °C / Inert atmosphere; Microwave irradiation

With sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.05.038

upstream raw materials:

2-methylthio-5-phenylfuro[2,3-d]pyrimidin-4(3H)-one

4-chloro-2-(methylthio)-5-phenylfuro[2,3-d]pyrimidine

C₁₉H₁₄FN₃O₂S

N-(3-fluoro-4-(2-(methylthio)-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

Downstream raw materials:

N-(4-(2-azido-5-phenylfuro[2,3-d]pyrimidin-4-yloxy)-3-fluorophenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide