5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide

Base Information

Chemical Name:5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide
CAS No.:1093255-74-3
Molecular Formula:C₂₆H₂₀Cl₂FN₅O₃
Molecular Weight:540.381
Hs Code.:

Synonyms:5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide

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Chemical Property of 5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide

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Technology Process of 5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide

There total 17 articles about 5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide 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:

: 1190959-60-4
1,1-dimethylethyl {3-[(2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-5-yl)amino]-3-oxopropyl}carbamate

: 1093255-74-3
5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 16732-57-3
5-nitro-indole-2-carboxylic acid ethyl ester

: 1093255-74-3
5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen / 5%-palladium/activated carbon / ethanol / 3 h / 20 °C / 2585.81 Torr / Inert atmosphere

2: triethylamine / dichloromethane / 20 °C

3: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1.5 h / 20 °C

5: dichloromethane / 2 h / 20 °C

6: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

7: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With water; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide; 5%-palladium/activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 6575-00-4
3,5-dichlorobenzonitrile

: 1093255-74-3
5-(β-alanylamino)-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 14 steps

1.1: N,N-dimethyl-formamide / 0 - 20 °C

2.1: 2,4,6-trimethyl-pyridine; lithium iodide / 8 h / 185 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

3.2: 0 - 20 °C

4.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.2: 3 h / 0 - 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 2 h / Reflux

6.1: copper(I) oxide / acetonitrile / 2 h / Reflux

7.1: sodium dithionite / tetrahydrofuran; water / 1 h / 20 °C

8.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

9.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 4 h / 85 °C

10.1: ammonia / methanol; dichloromethane / 2 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1.5 h / 20 °C

12.1: dichloromethane / 2 h / 20 °C

13.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

14.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With 2,4,6-trimethyl-pyridine; copper(I) oxide; N-Bromosuccinimide; tert.-butylnitrite; sodium dithionite; 2,2'-azobis(isobutyronitrile); ammonia; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; lithium iodide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;