tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride

Base Information

• Chemical Name: tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride
• CAS No.: 916483-55-1
• Molecular Formula: C₃₁H₃₅F₂N₇O₅*ClH
• Molecular Weight: 660.121
• Mol file: 916483-55-1.mol

Synonyms:tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride

Chemical Property of tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride

There total 17 articles about tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride 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: 83.0%

2-(4-amino-1H-pyrazol-1-yl)-N-(2,3-difluorophenyl)acetamide (786681-68-3) + tert-butyl (2R)-2-{[(4-chloro-7-ethoxyquinazolin-5-yl)oxy]methyl}pyrrolidine-1-carboxylate (916483-63-1) → tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride (916483-55-1)

Guidance literature:

In isopropyl alcohol; at 70 ℃; for 0.5h;

Reference yield:

2-(4-bromo-1H-pyrazol-1-yl)-N-(2,3-difluorophenyl)acetamide (916483-52-8) → tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride (916483-55-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 0.08 h

1.2: 4 h / 90 °C

2.1: hydrogenchloride / water; ethyl acetate / 1.02 h / 20 °C

3.1: sodium hydrogencarbonate / water; ethyl acetate / 1 h

4.1: isopropyl alcohol / 0.5 h / 70 °C

With hydrogenchloride; sodium hydrogencarbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; water; ethyl acetate; isopropyl alcohol;

Reference yield:

3,5-difluorophenyl ethyl ether (144891-25-8) → tert-butyl (2R)-2-[({4-[(1-{2-[(2,3-difluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-7-ethoxyquinazolin-5-yl}oxy)methyl]pyrrolidine-1-carboxylate hydrochloride (916483-55-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / 2 h / -78 °C

1.2: 20 °C

2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 4 h / 20 °C

3.1: ammonia / tetrahydrofuran; water

4.1: triethylamine; trifluoroacetyl chloride / dichloromethane / 0.08 h / 0 - 5 °C

5.1: ammonia / ethanol / 16 h / 150 °C

6.1: sulfuric acid / 5 h / 100 °C

7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C

7.2: 5 h / 20 °C

8.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide / 5 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 1,2-dichloro-ethane / 2 h / 80 °C

10.1: isopropyl alcohol / 0.5 h / 70 °C

With n-butyllithium; oxalyl dichloride; ammonia; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetyl chloride; trichlorophosphate; sulfuric acid; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; hexanes; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

2-(4-amino-1H-pyrazol-1-yl)-N-(2,3-difluorophenyl)acetamide

tert-butyl (2R)-2-{[(4-chloro-7-ethoxyquinazolin-5-yl)oxy]methyl}pyrrolidine-1-carboxylate

2-(4-bromo-1H-pyrazol-1-yl)-N-(2,3-difluorophenyl)acetamide

N-(2,3-difluorophenyl)-2-{4-[(diphenylmethylene)amino]-1H-pyrazol-1-yl}acetamide