N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-yl]acetamide

Base Information

• Chemical Name: N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-yl]acetamide
• CAS No.: 2248003-60-1
• Molecular Formula: C₂₄H₂₆FN₇O₃
• Molecular Weight: 479.514
• Mol file: 2248003-60-1.mol

Synonyms:

Chemical Property of N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-yl]acetamide

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

AZD3229 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-yl]acetamide

There total 13 articles about N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-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: 91.1%

2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetic acid (887405-34-7) + N1-(5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl)benzene-1,4-diamine → N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-yl]acetamide (2248003-60-1)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 65 - 80 ℃; Inert atmosphere; Large scale;

Reference yield: 58.0%

N-(4-aminophenyl)-2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetamide + (E)-N′-(2-cyano-3-fluoro-5-(2-methoxyethoxy)phenyl)-N,N-dimethylformamideamide → N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-yl]acetamide (2248003-60-1)

Guidance literature:

With acetic acid; at 60 ℃; for 0.583333h;

DOI:10.1021/acs.jmedchem.8b00938

Reference yield:

ethyl 2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetate (1154030-61-1) → N -(4-{[5-fluoro-7-(2-methoxyethoxy)quinazolin-4-yl]-amino}phenyl)-2-[4-(propan-2-yl)-1 H -1,2,3-triazol-1-yl]acetamide (2248003-60-1)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium hydroxide / tetrahydrofuran; water / 1.5 h

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane; dichloromethane; methanol / 3 h / 20 °C

4: acetic acid / 0.58 h / 60 °C

With hydrogenchloride; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.8b00938

upstream raw materials:

2,6-difluoro-4-hydroxybenzonitrile

3-methyl-but-1-yne

ethyl 2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetate

2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetic acid