(S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

Base Information

• Chemical Name: (S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
• CAS No.: 176760-98-8
• Molecular Formula: C₁₅H₁₁FN₂O₄
• Molecular Weight: 302.262
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90476992
• Mol file: 176760-98-8.mol

Synonyms:176760-98-8;(S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid;Intermediates of Pazufloxacin;Pazufloxacin Intermediate 2;(2S)-6-(cyanomethyl)-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid;(S)-10-(Cyanomethyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carbo;(S)-10-(Cyanomethyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid;9-Cyanomethyl-8-fluoro-3-methyl-6-o;DTXSID90476992;BCP17597;AC-289;AKOS015909780;(3S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid;(S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylicacid;7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, 10-(cyanomethyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-, (3S)-

Chemical Property of (S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.11E-13mmHg at 25°C
• Refractive Index: 1.653
• Boiling Point: 556.795 °C at 760 mmHg
• PKA: 5.17±0.40(Predicted)
• Flash Point: 290.539 °C
• PSA: 92.32000
• Density: 1.55 g/cm³
• LogP: 1.85828
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 302.07028500
• Heavy Atom Count: 22
• Complexity: 596

Purity/Quality:

99% ^*data from raw suppliers

(S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COC2=C3N1C=C(C(=O)C3=CC(=C2CC#N)F)C(=O)O
• Isomeric SMILES: C[C@H]1COC2=C3N1C=C(C(=O)C3=CC(=C2CC#N)F)C(=O)O

Technology Process of (S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

There total 2 articles about (S)-10-(Cyanomethyl)-9-fluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid 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%

ethyl (3S)-10-(2-tert-butoxy-1-cyano-2-oxoethyl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate → (3S)-10-(cyanomethyl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid (176760-98-8,643743-39-9)

Guidance literature:

With sulfuric acid; water; acetic acid; at 110 ℃; for 5h;

DOI:10.1016/j.jfluchem.2018.01.007

Reference yield:

ethyl (S)-(-)-9,10-Difluoro-3-Methyl-7-Oxo-2,3-Dihydro-7H-Pyrido[1,2,3-de]-[1,4]Benzoxazine-6-Carboxylate (106939-34-8) → (3S)-10-(cyanomethyl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid (176760-98-8,643743-39-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dimethyl sulfoxide / 4 h / 70 °C

2: sulfuric acid; acetic acid; water / 5 h / 110 °C

With sulfuric acid; water; potassium carbonate; acetic acid; In dimethyl sulfoxide;

DOI:10.1016/j.jfluchem.2018.01.007

upstream raw materials:

ethyl (S)-(-)-9,10-Difluoro-3-Methyl-7-Oxo-2,3-Dihydro-7H-Pyrido[1,2,3-de]-[1,4]Benzoxazine-6-Carboxylate