N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide

Base Information

• Chemical Name: N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide
• CAS No.: 557770-93-1
• Molecular Formula: C₂₇H₂₉F₂N₇O₃
• Molecular Weight: 537.569
• Mol file: 557770-93-1.mol

Synonyms:N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide

Chemical Property of N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide

There total 7 articles about N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide 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: 60.0%

2-(5-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-2H-pyrazol-3-yl)-N-(2,3-difluorophenyl)acetamide (557770-88-4) + D-prolinol (68832-13-3) → N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide (557770-93-1)

Guidance literature:

With potassium iodide; In N,N-dimethyl acetamide; at 50 ℃;

DOI:10.1021/jm061335f

Reference yield: 60.0%

→ N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide (557770-93-1)

Guidance literature:

Reference yield:

(5-amino-2H-pyrazol-3-yl)acetic acid (174891-10-2) → N-(2,3-difluorophenyl)-2-{3-[(7-{3-[(2R)-2-(2-hydroxymethyl)pyrrolidin-1-yl]propoxy}quinazolin-4-yl)amino]-1H-pyrazol-5-yl}acetamide (557770-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / HCl / dioxane; N,N-dimethyl-acetamide / 0.67 h / 90 °C

2: 89 percent / pyridine; phosphorus oxychloride / 0 - 20 °C

3: 60 percent / potassium iodide / N,N-dimethyl-acetamide / 50 °C

With pyridine; hydrogenchloride; potassium iodide; trichlorophosphate; In 1,4-dioxane; N,N-dimethyl acetamide;

DOI:10.1021/jm061335f

upstream raw materials:

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

D-prolinol

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

4-(3-phenylpropylamino)-7-(2-chloroethoxy)quinazoline

Downstream raw materials:

di-tert-butyl {(2R)-1-[3-({4-[(5-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]quinazolin-7-yl}oxy)propyl]pyrrolidin-2-yl}methyl phosphate

Refernces

• 1、 -. "PHOSPHONOOXY QUINAZOLINE DERIVATIVES AND THEIR PHARMACEUTICAL USE". Page 112. . Retrieved 2008/06/13.