2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile

Base Information

• Chemical Name: 2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile
• CAS No.: 315246-03-8
• Molecular Formula: C16H11FN2O3
• Molecular Weight: 298.26900
• DSSTox Substance ID: DTXSID501132186
• Mol file: 315246-03-8.mol

Synonyms:315246-03-8;2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile;2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H-pyrano[3,2-c]pyran-3-carbonitrile;2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[3,2-c]pyran-3-carbonitrile;4H,5H-Pyrano[4,3-b]pyran-3-carbonitrile, 2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-;TimTec1_000691;Oprea1_299984;Oprea1_462609;SCHEMBL18719841;JYVSBGRSWBOVMQ-UHFFFAOYSA-N;DTXSID501132186;HMS1535P09;MFCD00543733;STK019776;AKOS000558664;AKOS016043040;SS-0767;CS-0320409;AB00074113-01;AK-777/36504002;SR-01000408496;SR-01000408496-1;2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4h,5h-pyrano[4,3-b]-pyran-3-carbonitrile

Chemical Property of 2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile

Chemical Property:

• PSA: 89.25000
• LogP: 3.00578
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 298.07537038
• Heavy Atom Count: 22
• Complexity: 660

Purity/Quality:

99% ^*data from raw suppliers

2-AMINO-4-(4-FLUOROPHENYL)-7-METHYL-5-OXO-4H,5H-PYRANO[4,3-B]PYRAN-3-CARBONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C(C(=C(O2)N)C#N)C3=CC=C(C=C3)F)C(=O)O1

Technology Process of 2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile

There total 2 articles about 2-amino-4-(4-fluorophenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile 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: 95.0%

4-hydroxy-6-methyl-2-pyron (675-10-5) + 4-fluorobenzaldehyde (459-57-4) + malononitrile (109-77-3) → 2?amino?4?(4?fluorophenyl)?7?methyl?5?oxo?4H,5H?pyrano[4,3?b]?pyran?3?carbonitrile (315246-03-8)

Guidance literature:

With (hexadecyltrimethylazanium)₃[SiW₁₂]-Li⁺-montmorillonite; In water; for 0.25h; Reflux; Green chemistry;

DOI:10.1039/c6ra09818e

Reference yield: 88.0%

4-hydroxy-6-methyl-2-pyron (675-10-5) + 4-fluorobenzylidenemalononitrile (2826-22-4) → 2?amino?4?(4?fluorophenyl)?7?methyl?5?oxo?4H,5H?pyrano[4,3?b]?pyran?3?carbonitrile (315246-03-8)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In water; at 90 ℃; for 4h;

Reference yield:

2?amino?4?(4?fluorophenyl)?7?methyl?5?oxo?4H,5H?pyrano[4,3?b]?pyran?3?carbonitrile (315246-03-8) → 5-(4-fluorophenyl)-8-methyl-4-(phenylamino)pyrano[3,4,5,6]pyrano[2,3-d]pyrimidin-6(5H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: 1-butyl-3-methylimidazolium hydrogen sulfate / 80 °C / Green chemistry

2: 1-butyl-3-methylimidazolium hydrogen sulfate / 80 °C / Green chemistry

With 1-butyl-3-methylimidazolium hydrogen sulfate;

DOI:10.1039/c5ob00693g

upstream raw materials:

4-hydroxy-6-methyl-2-pyron

4-fluorobenzylidenemalononitrile

4-fluorobenzaldehyde

malononitrile