3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide

Base Information

• Chemical Name: 3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide
• CAS No.: 1219727-46-4
• Molecular Formula: C₂₄H₂₃FN₆O₂
• Molecular Weight: 446.484
• Mol file: 1219727-46-4.mol

Synonyms:

Chemical Property of 3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide

There total 5 articles about 3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide 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:

C23H29BFN3O4 + 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (1618-36-6) → 3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide (1219727-46-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 95 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm501680m

Reference yield:

meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide (1219727-46-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 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 / 20 °C

2: dichloromethane / 2 h / 20 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / Reflux; Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 95 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 4: |Suzuki Coupling;

DOI:10.1021/jm501680m

Reference yield:

3-amino-N-isopropyl-benzamide (81882-62-4) → 3-(3-(2-fluoro-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-phenyl)ureido)-N-isopropylbenzamide (1219727-46-4)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 2 h / 20 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / Reflux; Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 95 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; water; 3: |Suzuki Coupling;

DOI:10.1021/jm501680m

upstream raw materials:

meta-aminobenzoic acid

3-amino-N-isopropyl-benzamide

4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine