methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate

Base Information

• Chemical Name: methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate
• CAS No.: 1427550-04-6
• Molecular Formula: C₂₁H₂₃N₃O₃
• Molecular Weight: 365.432
• Mol file: 1427550-04-6.mol

Synonyms:methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate

Chemical Property of methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate

There total 5 articles about methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-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: 15.0%

2-bromo-1-[2-(2-chloroethoxy)phenyl]-2-cyclohexylethanone (1427550-03-5) + methyl 5-amino-1H-pyrazole-3-carboxylate hydrochloride (1254966-70-5) → methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate (1427550-04-6)

Guidance literature:

methyl 5-amino-1H-pyrazole-3-carboxylate hydrochloride; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.75h; Inert atmosphere;

2-bromo-1-[2-(2-chloroethoxy)phenyl]-2-cyclohexylethanone; In N,N-dimethyl-formamide; mineral oil; at 20 - 100 ℃; for 22h;

Reference yield:

1-[2-(2-chloroethoxy)phenyl]-2-(1-hydroxycyclohexyl)ethanone (1427550-01-3) → methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate (1427550-04-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylsilane; trifluoroacetic acid / dichloromethane / 60 h / 20 °C / Inert atmosphere

2.1: bromine / 1,4-dioxane; diethyl ether / 1 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 °C / Inert atmosphere

3.2: 22 h / 20 - 100 °C

With triethylsilane; bromine; sodium hydride; trifluoroacetic acid; In 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → methyl 13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylate (1427550-04-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / water; 1,2-dichloro-ethane / 112 h / 20 °C / Reflux

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C

3.1: triethylsilane; trifluoroacetic acid / dichloromethane / 60 h / 20 °C / Inert atmosphere

4.1: bromine / 1,4-dioxane; diethyl ether / 1 h / 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 °C / Inert atmosphere

5.2: 22 h / 20 - 100 °C

With triethylsilane; tetrabutylammomium bromide; bromine; sodium hydride; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

1-[2-(2-chloroethoxy)phenyl]ethanone

o-hydroxyacetophenone

1-[2-(2-chloroethoxy)phenyl]-2-(1-hydroxycyclohexyl)ethanone

1-[2-(2-chloroethoxy)phenyl]-2-cyclohexylethanone

Downstream raw materials:

13-cyclohexyl-6,7-dihydropyrazolo[5',1':2,3]imidazo[1,5-d][1,4]benzoxazepine-10-carboxylic acid