1-Cyclopropyl-8-ethoxy-6-fluoro-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 1-Cyclopropyl-8-ethoxy-6-fluoro-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 1029364-75-7
• Molecular Formula: C22H26FN3O4
• Molecular Weight: 415.45800
• Hs Code.: 29339900
• Mol file: 1029364-75-7.mol

Synonyms:8-Ethoxymoxifloxacin;Moxifloxacin hydrochloride specified impurity C [EP];Moxifloxacin hydrochloride impurity,8-ethoxy-[USP];

Chemical Property of 1-Cyclopropyl-8-ethoxy-6-fluoro-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

• Boiling Point: 641.8±55.0 °C(Predicted)
• PKA: 6.44±0.50(Predicted)
• PSA: 83.80000
• Density: 1.377±0.06 g/cm3(Predicted)
• LogP: 3.15440

Purity/Quality:

99% ^*data from raw suppliers

8-Ethoxymoxifloxacin 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Ethoxy Moxifloxacin is a moxifloxacin impurity.

Technology Process of 1-Cyclopropyl-8-ethoxy-6-fluoro-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 7 articles about 1-Cyclopropyl-8-ethoxy-6-fluoro-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-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: 91.0%

C27H34FN3O6 → 1-cyclopropyl-8-ethoxy-6-fluoro-7-((4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4 oxo-1,4-dihydroquinoline-3-carboxylic acid (1029364-75-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 5 ℃; for 2h;

Reference yield: 86.1%

C15H13F2NO4 (143158-55-8) + (1S,6S)-2,8-diazabicyclo[4.3.0]nonane (151213-40-0,158060-81-2,169533-56-6) → 1-cyclopropyl-8-ethoxy-6-fluoro-7-((4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4 oxo-1,4-dihydroquinoline-3-carboxylic acid (1029364-75-7)

Guidance literature:

C₁₅H₁₃F₂NO₄; With isobutylamine; copper dichloride; In methanol; ethylene glycol; at 50 ℃; for 4h; Inert atmosphere;

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane; In methanol; ethylene glycol; for 5h; Reflux;

Reference yield:

moxifloxacin (151096-09-2,1346747-14-5,158060-78-7,195154-07-5,268545-13-7,354812-41-2) → 1-cyclopropyl-8-ethoxy-6-fluoro-7-((4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4 oxo-1,4-dihydroquinoline-3-carboxylic acid (1029364-75-7)

Guidance literature:

Multi-step reaction with 5 steps

1: trimethylsilyl iodide; sodium iodide / 11 h / 70 °C / Inert atmosphere

2: sodium hydroxide / 1,4-dioxane; water / 2 - 35 °C

3: potassium tert-butylate / tetrahydrofuran / 0 - 5 °C / Reflux

4: ethanol; sodium hydroxide / 1.5 h / 52 °C

5: trifluoroacetic acid / dichloromethane / 2 h / 0 - 5 °C

With ethanol; trimethylsilyl iodide; potassium tert-butylate; trifluoroacetic acid; sodium iodide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

upstream raw materials:

moxifloxacin

1-cyclopropyl-7-{(S,S)-2,8-diazabicyclo[4.3.0]non-8-yl}-6-fluoro-8-hydroxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

C₁₅H₁₃F₂NO₄

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

Refernces

• 1、 -. "Moxifloxacin impurity C preparation method". . . Retrieved 2017/10/27.