2,3,4,5,7,8-HEXAHYDRO-3-OXO-PYRAZOLO[3,4-D]AZEPINE-6(1H)-CARBOXYLIC ACID, T-BUTYL ESTER

Base Information

• Chemical Name: 2,3,4,5,7,8-HEXAHYDRO-3-OXO-PYRAZOLO[3,4-D]AZEPINE-6(1H)-CARBOXYLIC ACID, T-BUTYL ESTER
• CAS No.: 851376-80-2
• Molecular Formula: C₁₂H₁₉N₃O₃
• Molecular Weight: 253.301
• Mol file: 851376-80-2.mol

Synonyms:2,3,4,5,7,8-HEXAHYDRO-3-OXO-PYRAZOLO[3,4-D]AZEPINE-6(1H)-CARBOXYLIC ACID, T-BUTYL ESTER

Chemical Property of 2,3,4,5,7,8-HEXAHYDRO-3-OXO-PYRAZOLO[3,4-D]AZEPINE-6(1H)-CARBOXYLIC ACID, T-BUTYL ESTER

Chemical Property:

• PSA: 78.19000
• LogP: 0.97660

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-oxo-2,3,4,5,7,8-hexahydropyrazolo[3,4-d]azepine-6(1H)-carboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,5,7,8-HEXAHYDRO-3-OXO-PYRAZOLO[3,4-D]AZEPINE-6(1H)-CARBOXYLIC ACID, T-BUTYL ESTER

There total 2 articles about 2,3,4,5,7,8-HEXAHYDRO-3-OXO-PYRAZOLO[3,4-D]AZEPINE-6(1H)-CARBOXYLIC ACID, T-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: 97.0%

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (141642-82-2) → tert-butyl 3-oxo-2,3,4,5,7,8-hexahydropyrazolo[3,4-d]azepine-6(1H)-carboxylate (851376-80-2)

Guidance literature:

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester; With hydrazine; In ethanol; water; for 48h; Reflux; Inert atmosphere;

In ethanol; water; at -15 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00642

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 3-oxo-2,3,4,5,7,8-hexahydropyrazolo[3,4-d]azepine-6(1H)-carboxylate (851376-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: boron trifluoride diethyl etherate / diethyl ether / 1 h / -20 - 20 °C / Inert atmosphere

2.1: hydrazine / water; ethanol / 48 h / Reflux; Inert atmosphere

2.2: 16 h / -15 °C / Inert atmosphere

With boron trifluoride diethyl etherate; hydrazine; In diethyl ether; ethanol; water;

DOI:10.1021/acs.jmedchem.8b00642

Reference yield:

tert-butyl 3-oxo-2,3,4,5,7,8-hexahydropyrazolo[3,4-d]azepine-6(1H)-carboxylate (851376-80-2) → 3-phenyl-1,4,5,6,7,8-hexahydropyrazolo[3,4-d]azepine

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane; N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

1.2: -15 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / Reflux; Inert atmosphere

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / Reflux; Inert atmosphere

4.1: hydrogenchloride / diethyl ether; dichloromethane; methanol / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 3.1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.8b00642

upstream raw materials:

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

1-benzyl-3-oxo-2,3,4,5,7,8-hexahydro-1H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester

C₁₄H₁₇N₃O

C₁₄H₁₇N₃O