4-Amino-3-fluoropyridin-2(1H)-one

Base Information

• Chemical Name: 4-Amino-3-fluoropyridin-2(1H)-one
• CAS No.: 105252-97-9
• Molecular Formula: C₅H₅FN₂O
• Molecular Weight: 128.106
• Hs Code.: 2933399990
• European Community (EC) Number: 813-973-9
• ChEMBL ID: CHEMBL115639
• DSSTox Substance ID: DTXSID001300954
• Mol file: 105252-97-9.mol

Synonyms:105252-97-9;4-Amino-3-fluoropyridin-2(1H)-one;4-amino-3-fluoro-2(1H)-Pyridinone;4-Amino-3-fluoro-1H-pyridin-2-one;2(1H)-Pyridinone,4-amino-3-fluoro-(9CI);CHEMBL115639;SCHEMBL10602026;DTXSID001300954;AKOS006363509;SB13502;CS-0128562;F18691

Chemical Property of 4-Amino-3-fluoropyridin-2(1H)-one

Chemical Property:

• Boiling Point: 226.1±40.0 °C(Predicted)
• PKA: 10.43±0.10(Predicted)
• PSA: 58.88000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 0.67740
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.03859095
• Heavy Atom Count: 9
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-3-fluoropyridin-2(1H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)C(=C1N)F

Technology Process of 4-Amino-3-fluoropyridin-2(1H)-one

There total 1 articles about 4-Amino-3-fluoropyridin-2(1H)-one 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: 55.0%

4-amino-3,5,6-trifluoro-2(1H)-pyridinone (105252-93-5) → 5-flucytosine (105252-98-0) + 3-fluoro-3-deazacytosine (105252-97-9)

Guidance literature:

With hydrazine; In ethanol; for 72h; Heating;

DOI:10.1021/jm00385a016

Reference yield: 11.8%

(2R,5S)-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>cytosine (145985-97-3) + 3-fluoro-3-deazacytosine (105252-97-9) → (2R,5S)-4-amino-1-{2-[[(tert-butyldiphenylsilyl)oxy]methyl]-1,3-oxathiolan-5-yl}-3-fluoro-2(1H)-pyridinone (267667-61-8) + (2R,5R)-4-amino-1-{2-[[(tert-butyldiphenylsilyl)oxy]methyl]-1,3-oxathiolan-5-yl}-3-fluoro-2(1H)-pyridinone (267667-62-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1080/15257770008035011

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 3-fluoro-3-deazacytosine (105252-97-9) → 4-amino-3-fluoro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyridinone (105253-01-8)

Guidance literature:

With ammonium sulfate; tin(IV) chloride; 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Multistep reaction; 1.) reflux, 24 h, 2.) 1,2-dichloroethane, RT, 24 h;

DOI:10.1021/jm00385a016

upstream raw materials:

4-amino-3,5,6-trifluoro-2(1H)-pyridinone

Downstream raw materials:

4-amino-3-fluoro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyridinone

4-amino-1-<2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl>-3-fluoro-2(1H)-pyridinone

4-amino-1-<2-deoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl>-3-fluoro-2(1H)-pyridinone

(2R,5S)-4-amino-1-{2-[[(tert-butyldiphenylsilyl)oxy]methyl]-1,3-oxathiolan-5-yl}-3-fluoro-2(1H)-pyridinone