ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate

Base Information

• Chemical Name: ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate
• CAS No.: 850997-37-4
• Molecular Formula: C₃₁H₃₉N₇O₄
• Molecular Weight: 573.695
• Mol file: 850997-37-4.mol

Synonyms:ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate

Chemical Property of ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate

There total 10 articles about ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate 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:

ethyl 3-{[4-(4-methylpiperazin-1-yl)benzoyl]amino}-5,6-dihydropyrrolo[3,4-c]pyrazole-1(4H)-carboxylate dihydrochloride + 2,6-diethylphenylisocyanate (20458-99-5) → ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate (850997-37-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jm049076m

Reference yield:

[tert-butoxycarbonyl-(2-cyanoethyl)amino]acetic acid methyl ester (266353-19-9) → ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate (850997-37-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: MeONa / toluene / 3 h / 80 °C

1.2: 83 percent / aq. HCl / 2 h / 22 °C

2.1: 31 percent / hydrazine dihydrochloride / ethanol / 3 h / 60 °C

3.1: 72 percent / DIEA / tetrahydrofuran / 0 - 20 °C

4.1: 20 g / DIEA / tetrahydrofuran / 17 h / 20 - 40 °C

5.1: HCl / dioxane; CH₂Cl₂ / 24 h / 20 °C

6.1: 14.4 g / DIEA / CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; hydrazine dihydrochloride; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; toluene;

DOI:10.1021/jm049076m

Reference yield:

3-amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester (398491-59-3) → ethyl 5-(2,6-diethylphenylcarbamoyl)-3-[4-(4-methylpiperazin-1-yl)benzoylamino]-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-1-carboxylate (850997-37-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / DIEA / tetrahydrofuran / 0 - 20 °C

2: 20 g / DIEA / tetrahydrofuran / 17 h / 20 - 40 °C

3: HCl / dioxane; CH₂Cl₂ / 24 h / 20 °C

4: 14.4 g / DIEA / CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jm049076m

upstream raw materials:

2,6-diethylphenylisocyanate

[tert-butoxycarbonyl-(2-cyanoethyl)amino]acetic acid methyl ester

3-amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester

3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester