N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine

Base Information

• Chemical Name: N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine
• CAS No.: 870824-59-2
• Molecular Formula: C₃₃H₂₇F₄N₃O₄
• Molecular Weight: 605.589
• Mol file: 870824-59-2.mol

Synonyms:

Chemical Property of N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine

There total 4 articles about N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine 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:

C37H35F4N3O4 → N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine (870824-59-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Inert atmosphere;

DOI:10.1021/jm300579z

Reference yield:

N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate (870823-05-5) → N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine (870824-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / toluene / 0.17 h / 140 °C / Inert atmosphere; Microwave irradiation

2: trifluoroacetic acid / dichloromethane / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; trifluoroacetic acid; In dichloromethane; toluene; 1: Suzuki coupling;

DOI:10.1021/jm300579z

Reference yield:

ethyl 3-(6-methoxy-2-naphthyl)-3-oxopropanoate (62550-56-5) → N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine (870824-59-2)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic acid; hydrazine / 3 h / Inert atmosphere; Reflux

2: pyridine / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

3: triphenylphosphine / dichloromethane / 2 h / Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / toluene / 0.17 h / 140 °C / Inert atmosphere; Microwave irradiation

5: trifluoroacetic acid / dichloromethane / Inert atmosphere

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; acetic acid; triphenylphosphine; trifluoroacetic acid; hydrazine; In tetrahydrofuran; dichloromethane; toluene; 4: Suzuki coupling;

DOI:10.1021/jm300579z

upstream raw materials:

3-(6-methoxy-2-naphthyl)-1H-pyrazol-5-yl trifluoromethanesulfonate

N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate

ethyl 3-(6-methoxy-2-naphthyl)-3-oxopropanoate