4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 1589084-96-7
• Molecular Formula: C₃₀H₃₂FN₇O₂
• Molecular Weight: 541.628
• Mol file: 1589084-96-7.mol

Synonyms:4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester

There total 8 articles about 4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester 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: 52.0%

4-{5-chloro-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester (1589084-95-6) + cyclopropylboronic acid (411235-57-9) → 4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester (1589084-96-7)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; N,N-dimethyl acetamide;

Reference yield:

3,5-dichloropyridine-4-carboxylic acid (13958-93-5) → 4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester (1589084-96-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.75 h / 20 °C

1.2: 2 h

2.1: caesium carbonate / N,N-dimethyl acetamide / 20 °C

2.2: 140 °C / Inert atmosphere

3.1: triethylamine; dmap / N,N-dimethyl-formamide / 0.75 h / Sonication

3.2: 2 h / 20 °C

3.3: 20 °C

4.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; palladium diacetate / 1,4-dioxane / 90 °C / Enzymatic reaction

5.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl acetamide; 1,4-dioxane

With dmap; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

Reference yield:

5-chloro-2-(2-chloropyridin-4-yl)pyrido[3,4-d]pyrimidin-4-ol (1589084-92-3) → 4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester (1589084-96-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; dmap / N,N-dimethyl-formamide / 0.75 h / Sonication

1.2: 2 h / 20 °C

1.3: 20 °C

2.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; palladium diacetate / 1,4-dioxane / 90 °C / Enzymatic reaction

3.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl acetamide; 1,4-dioxane

With dmap; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

upstream raw materials:

3,5-dichloropyridine-4-carboxylic acid

4-{5-chloro-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester

cyclopropylboronic acid

C₁₂H₇Cl₃N₄O

Downstream raw materials:

[4-(5-cyclopropyl-4-piperazin-1-ylpyrido[3,4-d]pyrimidin-2-yl)pyridin-2-yl]-(2-fluorophenyl)amine