methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate

Base Information

• Chemical Name: methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate
• CAS No.: 1380755-18-9
• Molecular Formula: C₂₇H₂₄F₄N₄O₃
• Molecular Weight: 528.506
• Mol file: 1380755-18-9.mol

Synonyms:methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate

Chemical Property of methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate

There total 6 articles about methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate 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:

meta-fluoroaniline (372-19-0) + methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (1014645-87-4) + methyl 2-(3-((methylsulfonyl)oxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinate (1380753-20-7) → methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate (1380755-18-9)

Guidance literature:

meta-fluoroaniline; methyl 2-(3-((methylsulfonyl)oxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinate; With potassium carbonate; ethyl acetate; In acetonitrile; at 200 ℃; for 0.833333h; Microwave irradiation;

With lithium hydroxide monohydrate; water; In 1,4-dioxane; acetonitrile; at 150 ℃; for 0.0833333h;

methyl 4-(1-aminocyclopropyl)benzoate hydrochloride;

Reference yield:

1-(4-bromophenyl)cyclopropanecarboxylic acid (345965-52-8) → methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate (1380755-18-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / toluene / 5 h / Molecular sieve; Reflux

2.1: triethylamine; 1,3-bis-(diphenylphosphino)propane / palladium diacetate / N,N-dimethyl-formamide; methanol / 48 h / 80 °C / 30003 Torr

3.1: hydrogenchloride / ethyl acetate / 20 °C

4.1: potassium carbonate; ethyl acetate / acetonitrile / 0.83 h / 200 °C / Microwave irradiation

4.2: 0.08 h / 150 °C

With hydrogenchloride; diphenyl phosphoryl azide; 1,3-bis-(diphenylphosphino)propane; potassium carbonate; ethyl acetate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium diacetate; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

tert-butyl [1-(4-bromophenyl)-cyclopropyl]-carbamate (360773-84-8) → methyl 4-(1-(2-(3-((3-fluorophenyl)amino)azetidin-1-yl)-5-(trifluoromethyl)nicotinamido)cyclopropyl)benzoate (1380755-18-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; 1,3-bis-(diphenylphosphino)propane / palladium diacetate / N,N-dimethyl-formamide; methanol / 48 h / 80 °C / 30003 Torr

2.1: hydrogenchloride / ethyl acetate / 20 °C

3.1: potassium carbonate; ethyl acetate / acetonitrile / 0.83 h / 200 °C / Microwave irradiation

3.2: 0.08 h / 150 °C

With hydrogenchloride; 1,3-bis-(diphenylphosphino)propane; potassium carbonate; ethyl acetate; triethylamine; palladium diacetate; In methanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

meta-fluoroaniline

methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

methyl 2-(3-((methylsulfonyl)oxy)azetidin-1-yl)-5-(trifluoromethyl)nicotinate

1-(4-bromophenyl)cyclopropanecarboxylic acid