Technology Process of 1H-Indole-6-carboxylic acid,
3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-
There total 10 articles about 1H-Indole-6-carboxylic acid,
3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl- 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:
- Guidance literature:
-
[3-cyclohexyl-6-(methoxycarbonyl)-2-phenyl-1H-indol-1-yl]acetic acid; N,N-dimethylammonium chloride;
With
N-ethyl-N,N-diisopropylamine; HATU;
In
DMF (N,N-dimethyl-formamide);
for 12h;
With
boron tribromide;
In
dichloromethane;
for 2h;
- Guidance literature:
-
With
water; trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: H2 / Pd(OH)2/C / tetrahydrofuran; methanol / 24 h
2.1: 57.6 g / K2CO3 / dimethylformamide / 4 h / 20 °C
3.1: 65 percent / NBS / CCl4 / 12 h / 25 °C
4.1: 65 percent / aq. Na2CO3; Pd(PPh3)4 / ethanol; 1,2-dimethoxy-ethane / 6 h / 80 °C
5.1: NaH / dimethylformamide / 0.5 h
5.2: 83 percent / dimethylformamide / 12 h / 50 °C
6.1: 98 percent / TFA / CH2Cl2 / 4 h
7.1: HATU; DIEA / dimethylformamide / 12 h
8.1: BBr3 / CH2Cl2 / 2 h
With
N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); hydrogen; boron tribromide; sodium hydride; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
palladium dihydroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm049122i