N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide

Base Information

• Chemical Name: N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide
• CAS No.: 1221442-35-8
• Molecular Formula: C₃₅H₃₄FN₅O₄
• Molecular Weight: 607.684
• Mol file: 1221442-35-8.mol

Synonyms:N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide

Chemical Property of N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide

There total 6 articles about N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide 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: 6.0%

((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methyl methanesulfonate (1221443-18-0) + N-(3-fluoro-4-(7-hydroxyquinolin-4-yloxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (1221443-46-4) → N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide (1221442-35-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl acetamide; at 40 ℃; for 72h; Inert atmosphere;

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide (1221442-35-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 4 h / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / -40 °C / Inert atmosphere

2.2: -40 °C / Inert atmosphere

3.1: titanium(IV) isopropylate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: methanol; toluene-4-sulfonic acid / 50 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

5.2: 4 h / 0 °C / Inert atmosphere

6.1: caesium carbonate / N,N-dimethyl acetamide / 72 h / 40 °C / Inert atmosphere

With titanium(IV) isopropylate; methanol; pyridinium p-toluenesulfonate; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

(5S)-1-methyl-5-(tetrahydropyran-2-yloxymethyl)pyrrolidin-2-one (1221443-15-7) → N-(4-(7-(((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methoxy)quinolin-4-yloxy)-3-fluorophenyl)-2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazole-4-carboxamide (1221442-35-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: methanol; toluene-4-sulfonic acid / 50 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.2: 4 h / 0 °C / Inert atmosphere

4.1: caesium carbonate / N,N-dimethyl acetamide / 72 h / 40 °C / Inert atmosphere

With titanium(IV) isopropylate; methanol; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;

upstream raw materials:

((5S)-4-methyl-4-azaspiro[2.4]heptane-5-yl)methyl methanesulfonate

N-(3-fluoro-4-(7-hydroxyquinolin-4-yloxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

(S)-(4-methyl-4-azaspiro[2.4]heptan-5-yl)methanol

(5S)-1-methyl-5-(tetrahydropyran-2-yloxymethyl)pyrrolidin-2-one