4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 540751-83-5
• Molecular Formula: C₂₄H₂₇N₇O₃
• Molecular Weight: 461.523

Synonyms:4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

There total 7 articles about 4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-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:

1,1-dimethylethyl 4-(3-hydroxyphenyl)-1-piperazinecarboxylate (198627-86-0) → 4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (540751-83-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 80 percent / Et₃N / CH₂Cl₂

2.1: 82 percent / PdCl₂ (dppf); dppf; KOAc / dioxane

3.1: 70 percent / Pd(PPh₃); aq. K₂CO₃ / acetonitrile

4.1: butan-1-ol

4.2: N,O-bis(trimethylsilyl)acetamide (BSA)

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Pd(PPh₃); potassium acetate; potassium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; acetonitrile; butan-1-ol;

DOI:10.1016/j.bmcl.2005.05.043

Reference yield:

4-(3-trifluoromethanesulfonyloxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (540752-86-1) → 4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (540751-83-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 82 percent / PdCl₂ (dppf); dppf; KOAc / dioxane

2.1: 70 percent / Pd(PPh₃); aq. K₂CO₃ / acetonitrile

3.1: butan-1-ol

3.2: N,O-bis(trimethylsilyl)acetamide (BSA)

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Pd(PPh₃); potassium acetate; potassium carbonate; In 1,4-dioxane; acetonitrile; butan-1-ol;

DOI:10.1016/j.bmcl.2005.05.043

Reference yield:

4-(3-triisopropylsilanyloxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (862261-23-2) → 4-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (540751-83-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran

2.1: 80 percent / Et₃N / CH₂Cl₂

3.1: 82 percent / PdCl₂ (dppf); dppf; KOAc / dioxane

4.1: 70 percent / Pd(PPh₃); aq. K₂CO₃ / acetonitrile

5.1: butan-1-ol

5.2: N,O-bis(trimethylsilyl)acetamide (BSA)

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Pd(PPh₃); tetrabutyl ammonium fluoride; potassium acetate; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile; butan-1-ol;

DOI:10.1016/j.bmcl.2005.05.043

upstream raw materials:

4-[3-(2-amino-6-chloro-pyrimidin-4-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

2-furoic acid hydrazide

1,1-dimethylethyl 4-(3-hydroxyphenyl)-1-piperazinecarboxylate

4-(3-trifluoromethanesulfonyloxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

2-furan-2-yl-7-(3-piperazin-1-yl-phenyl)-[1,2,4]triazolo[1,5-c]pyrimidin-5-ylamine

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