di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate

Base Information

• Chemical Name: di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate
• CAS No.: 936731-81-6
• Molecular Formula: C₃₆H₅₀F₂N₇O₇P
• Molecular Weight: 761.806
• Mol file: 936731-81-6.mol

Synonyms:di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate

Chemical Property of di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate

There total 4 articles about di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate 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: 42.0%

N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2-hydroxyethyl)(propyl)amino]propoxy}-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide (557770-38-4) + di-tert-butyl N,N-diethylphosphoramidite (117924-33-1) → di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate (936731-81-6)

Guidance literature:

N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2-hydroxyethyl)(propyl)amino]propoxy}-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide; di-tert-butyl N,N-diethylphosphoramidite; With 1H-tetrazole; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

With dihydrogen peroxide; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/jm061335f

Reference yield:

2-(5-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-2H-pyrazol-3-yl)-N-(2,3-difluorophenyl)acetamide (557769-44-5) → di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate (936731-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 67 percent / potassium iodide / 1-methyl-pyrrolidin-2-one / 5 h / 85 °C

2.1: tetrazole / dimethylformamide / 1.5 h / 20 °C

2.2: 42 percent / aq. hydrogen peroxide / dimethylformamide / 2 h / 20 °C

With 1H-tetrazole; potassium iodide; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

DOI:10.1021/jm061335f

Reference yield:

(5-amino-2H-pyrazol-3-yl)acetic acid (174891-10-2) → di-tert-butyl 2-[[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]-6-methoxyquinazolin-7-yl}oxy)propyl](propyl)amino]ethyl phosphate (936731-81-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 69 percent / AcOH / 1.5 h / Heating

2.1: 50 percent / pyridine; phosphorus oxychloride / ethyl acetate / 1.5 h / 0 - 20 °C

3.1: 67 percent / potassium iodide / 1-methyl-pyrrolidin-2-one / 5 h / 85 °C

4.1: tetrazole / dimethylformamide / 1.5 h / 20 °C

4.2: 42 percent / aq. hydrogen peroxide / dimethylformamide / 2 h / 20 °C

With pyridine; 1H-tetrazole; acetic acid; potassium iodide; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; ethyl acetate; N,N-dimethyl-formamide; 1.1: Dimroth cyclization;

DOI:10.1021/jm061335f

upstream raw materials:

N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2-hydroxyethyl)(propyl)amino]propoxy}-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide

di-tert-butyl N,N-diethylphosphoramidite

2-(5-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-2H-pyrazol-3-yl)-N-(2,3-difluorophenyl)acetamide

(5-amino-2H-pyrazol-3-yl)acetic acid