3-FLUORO-4-[2-(4-MORPHOLINYL)ETHOXY]PHENYLAMINE

Base Information

• Chemical Name: 3-FLUORO-4-[2-(4-MORPHOLINYL)ETHOXY]PHENYLAMINE
• CAS No.: 403741-00-4
• Molecular Formula: C12H17FN2O2
• Molecular Weight: 240.278
• Mol file: 403741-00-4.mol

Synonyms:3-FLUORO-4-[2-(4-MORPHOLINYL)ETHOXY]PHENYLAMINE;AKOS B033603

Chemical Property of 3-FLUORO-4-[2-(4-MORPHOLINYL)ETHOXY]PHENYLAMINE

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

3-Fluoro-4-[2-(4-morpholinyl)ethoxy]phenylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-FLUORO-4-[2-(4-MORPHOLINYL)ETHOXY]PHENYLAMINE

There total 8 articles about 3-FLUORO-4-[2-(4-MORPHOLINYL)ETHOXY]PHENYLAMINE 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: 100.0%

4-(2-(2-fluoro-4-nitrophenoxy)ethyl)morpholine (647858-38-6) → 3-fluoro-4-(2-morpholinoethoxy)aniline (403741-00-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 5h; Inert atmosphere;

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → 3-fluoro-4-(2-morpholinoethoxy)aniline (403741-00-4)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / dimethylformamide / 48 h / 20 °C

2: Et₃N / CH₂Cl₂ / 4 h / 0 °C

3: Et₃N / dimethylformamide / 12 h / 80 °C

4: H₂ / Pd/C / tetrahydrofuran / 14 h

With hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.08.068

Reference yield:

2-(2-fluoro-4-nitrophenoxy)ethan-1-ol (647858-19-3) → 3-fluoro-4-(2-morpholinoethoxy)aniline (403741-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 4 h / 0 °C

2: Et₃N / dimethylformamide / 12 h / 80 °C

3: H₂ / Pd/C / tetrahydrofuran / 14 h

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.08.068

upstream raw materials:

4-(2-(2-fluoro-4-nitrophenoxy)ethyl)morpholine

3,4-difluoronitrobenzene

2-(2-fluoro-4-nitrophenoxy)ethan-1-ol

methanesulfonic acid 2-(2-fluoro-4-nitro-phenoxy)-ethyl ester

Downstream raw materials:

(R)-5-Azidomethyl-3-[3-fluoro-4-(2-morpholin-4-yl-ethoxy)-phenyl]-oxazolidin-2-one

(S)-5-Aminomethyl-3-[3-fluoro-4-(2-morpholin-4-yl-ethoxy)-phenyl]-oxazolidin-2-one

(R)-3-[3-Fluoro-4-(2-morpholin-4-yl-ethoxy)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Refernces

• 1、 Lu, Wen,Li, Pengfei,Shan, Yuanyuan,Su, Ping,Wang, Jinfeng,Shi, Yaling,Zhang, Jie. "Discovery of biphenyl-based VEGFR-2 inhibitors. Part 3: Design, synthesis and 3D-QSAR studies". . p. 1044 - 1054. Retrieved 2015/03/04.
• 2、 -. "NITROGENOUS HETEROCYCLIC DERIVATIVES AND THEIR APPLICATION IN DRUGS". Paragraph 00501. . Retrieved 2014/02/15.