1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide

Base Information

• Chemical Name: 1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide
• CAS No.: 1319137-31-9
• Molecular Formula: C₂₄H₂₄FN₅O₃
• Molecular Weight: 449.485

Synonyms:1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide

Chemical Property of 1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide

Chemical Property:

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Technology Process of 1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide

There total 7 articles about 1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide 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%

N-(1-benzoyl-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl)-4-fluorobenzamide dihydrochloride + n-butyl isocyanide (111-36-4) → 1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide (1319137-31-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2012.08.117

Reference yield:

3-amino-4,6-dihydro-pyrrolo[3,4-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester (398495-65-3) → 1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide (1319137-31-9)

Guidance literature:

Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 13 h / 0 - 20 °C

2: triethylamine / methanol / 20 °C

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

4: hydrogenchloride / dichloromethane / 0 - 5 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C

With hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2012.08.117

Reference yield:

tert-butyl 1-benzoyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate (1319136-61-2) → 1-benzoyl-N-butyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxamide (1319137-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / dichloromethane / 0 - 5 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2012.08.117

upstream raw materials:

n-butyl isocyanide

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

tert-butyl 1-benzoyl-3-(4-fluorobenzamido)pyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate

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

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