{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester

Base Information

Chemical Name:{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester
CAS No.:1404532-70-2
Molecular Formula:C₂₆H₂₅BrN₄O₄
Molecular Weight:537.413
Hs Code.:

Synonyms:{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester

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Chemical Property of {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester

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Technology Process of {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester

There total 18 articles about {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester 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: 81.0%

: 1404530-78-4
1-[1-(4-aminophenyl)-5-methyl-1H-pyrazol-4-yl]butan-1-one

: 1404532-12-2
5-bromo-1-(2-methoxy-2-oxoethyl)-1H-indole-3-carboxylic acid

: 1404532-70-2
{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dichloro-ethane; at 20 ℃;
DOI:10.1021/jm500588w

Reference yield:

: 10075-50-0
5-bromo-1H-indole

: 1404532-70-2
{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diethyl ether / 2 h / -5 °C

2.1: potassium hydroxide / water / 4 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / -10 - 20 °C

3.2: 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 1,2-dichloro-ethane / 20 °C

With dmap; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm500588w

Reference yield:

: methyl 5-methyl-1H-pyrazole-4-carboxylate

: 1404532-70-2
{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: potassium carbonate / N,N-dimethyl-formamide / 120 h / 20 °C

2: potassium hydroxide; water / ethanol / 6 h / Reflux

3: dmap; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 1 h / 20 °C

4: diethyl ether; tetrahydrofuran / 4 h / -30 - 20 °C

5: hydrogenchloride / water; 1,4-dioxane / 6 h

6: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / 20 °C

7: palladium 10% on activated carbon / ethanol; cyclohexane / 4 h / Inert atmosphere; Reflux

8: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 1,2-dichloro-ethane / 20 °C

With hydrogenchloride; dmap; palladium 10% on activated carbon; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; cyclohexane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm500588w