3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid

Base Information

Chemical Name:3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid
CAS No.:861966-94-1
Molecular Formula:C₃₃H₄₃N₃O₅
Molecular Weight:561.722
Hs Code.:

3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1<i>H</i>-indole-6-carboxylic acid

Synonyms:3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid

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Chemical Property of 3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid

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Technology Process of 3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid

There total 7 articles about 3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-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:

: 3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid methyl ester

: 861966-94-1
3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid

Guidance literature:: With potassium hydroxide; In 1,4-dioxane; at 70 ℃; for 24h;
DOI:10.1021/jm050056+

Reference yield:

: 5720-07-0
4-methoxyphenylboronic acid

: 861966-94-1
3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: aq. Na₂CO₃ / Pd(PPh₃)2Cl₂ / dioxane / Heating

2: 95 percent / NaH / dimethylformamide / 60 °C

3: 100 percent / CF₃CO₂H / CH₂Cl₂ / 2 h

4: TBTU; i-Pr₂NEt / CH₂Cl₂ / 16 h

5: NaOH / dioxane; H₂O / 60 °C

With sodium hydroxide; sodium hydride; sodium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1016/j.bmcl.2007.06.093

Reference yield:

: 774214-20-9
methyl 1-(2-tert-butoxy-2-oxoethyl)-3-cyclohexyl-2-(4-methoxyphenyl)-1H-indole-6-carboxylate

: 861966-94-1
3-cyclohexyl-1-[2-(2-diethylaminomethyl-morpholin-4-yl)-2-oxo-ethyl]-2-(4-methoxy-phenyl)-1H-indole-6-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / CF₃CO₂H / CH₂Cl₂ / 2 h

2: TBTU; i-Pr₂NEt / CH₂Cl₂ / 16 h

3: NaOH / dioxane; H₂O / 60 °C

With sodium hydroxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water;
DOI:10.1016/j.bmcl.2007.06.093