13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid

Base Information

Chemical Name:13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid
CAS No.:877269-03-9
Molecular Formula:C₂₃H₂₄N₂O₂
Molecular Weight:360.456
Hs Code.:

Synonyms:13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid

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Chemical Property of 13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid

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Technology Process of 13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid

There total 10 articles about 13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid 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:

: C₂₄H₂₆N₂O₂

: 877269-03-9
13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid

Guidance literature:: With water; sodium hydroxide; In tetrahydrofuran; methanol; at 100 ℃; for 0.25h; Microwave irradiation;
DOI:10.1039/c1ob05525a

Reference yield:

: 494799-19-8
methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

: 877269-03-9
13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium acetate / acetonitrile / 150 °C

2.1: (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

2.2: 3 h / 30 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride / ethanol; water; toluene / 3 h / 80 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

4.2: 2 h / 20 °C

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Reflux

6.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 °C

7.1: water; sodium hydroxide / tetrahydrofuran; methanol / 0.25 h / 100 °C / Microwave irradiation

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; palladium 10% on activated carbon; water; hydrogen; sodium acetate; sodium hydride; sodium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; lithium chloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 3.1: Suzuki coupling;
DOI:10.1039/c1ob05525a

Reference yield:

: 494799-18-7
methyl 3-cyclohexyl-1H-indole-6-carboxylate

: 877269-03-9
13-cyclohexyl-6,7-dihydro-5H-pyrido[3',2':3,4]azepino[1,2-a]indole-10-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 3 h / 30 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride / ethanol; water; toluene / 3 h / 80 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

3.2: 2 h / 20 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Reflux

5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 °C

6.1: water; sodium hydroxide / tetrahydrofuran; methanol / 0.25 h / 100 °C / Microwave irradiation

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; palladium 10% on activated carbon; water; hydrogen; sodium hydride; sodium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; lithium chloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil; 2.1: Suzuki coupling;
DOI:10.1039/c1ob05525a