8,9-Difluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

Base Information

• Chemical Name: 8,9-Difluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid
• CAS No.: 80076-47-7
• Molecular Formula: C₁₄H₁₁F₂NO₃
• Molecular Weight: 279.243
• Hs Code.: 2933990090
• Mol file: 80076-47-7.mol

Synonyms:80076-47-7

Chemical Property of 8,9-Difluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.78E-09mmHg at 25°C
• Refractive Index: 1.626
• Boiling Point: 460.7 °C at 760 mmHg
• PKA: 5.16±0.40(Predicted)
• Flash Point: 232.4 °C
• PSA: 59.30000
• Density: 1.51 g/cm³
• LogP: 2.48510
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

8,9-Difluoro-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8,9-Difluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

There total 4 articles about 8,9-Difluoro-5-methyl-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-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:

ethyl-9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate → 9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (154357-40-1,80076-47-7)

Guidance literature:

ethyl-9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate; With potassium hydroxide; water; In tetrahydrofuran; at 65 ℃; for 2h;

With acetic acid; pH=3;

Reference yield:

8-bromo-5,6-difluoro-2-methylquinoline (131190-82-4) → 9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (154357-40-1,80076-47-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / sodium acetate, H₂ / 5percent Pd/C / aq. acetic acid / 50 °C / 760 - 3800 Torr

3: 2.) PPA, 3.) aq. HCl

With hydrogenchloride; hydrogen; sodium acetate; palladium on activated charcoal; In acetic acid;

DOI:10.1248/cpb.44.642

Reference yield:

(+/-)-5,6-difluoro-2-methyl-1,2,3,4-tetrahydroquinoline (80076-46-6) → 9,10-difluoro-2,3-dihydro-3S-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid (154357-40-1,80076-47-7)

Guidance literature:

Multi-step reaction with 2 steps

2: 2.) PPA, 3.) aq. HCl

With hydrogenchloride;

DOI:10.1248/cpb.44.642

upstream raw materials:

diethyl 2-ethoxymethylenemalonate

(S)-5,6-difluoro-2-methyl-1,2,3,4-tetrahydroquinoline

8-bromo-5,6-difluoro-2-methylquinoline

(+/-)-5,6-difluoro-2-methyl-1,2,3,4-tetrahydroquinoline

Refernces

• 1、 Hashimoto, Koji,Okaichi, Yoshihiko,Nomi, Daisuke,Miyamoto, Hisashi,Bando, Masahiko,Kido, Masaru,Fujimura, Tsutomu,Furuta, Takuya,Minamikawa, Jun-Ichi. "A practical synthesis of (S)-(-)-nadifloxacin: Novel acid-catalyzed racemization of tetrahydroquinaldine derivative". . p. 642 - 645. Retrieved 2007/10/03.