ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate

Base Information

• Chemical Name: ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate
• CAS No.: 1609930-27-9
• Molecular Formula: C₂₁H₂₀ClF₃N₂O₃
• Molecular Weight: 440.85
• Mol file: 1609930-27-9.mol

Synonyms:

Chemical Property of ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate

There total 6 articles about ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate 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:

5-chloro-1H-indole-2-carbohydrazide (20948-67-8) → ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate (1609930-27-9)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; sodium nitrite / water; 1,4-dioxane / 0 °C

2: Reflux

3: 0 °C

4: tetrahydrofuran / 0 °C / Inert atmosphere

With acetic acid; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; water; 2: |Curtius Rearrangement;

DOI:10.1039/c3ob42186d

Reference yield:

methyl 5-chloroindole-2-carboxylate (87802-11-7) → ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate (1609930-27-9)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrazine hydrate / ethanol / 5 h / Reflux

2: acetic acid; sodium nitrite / water; 1,4-dioxane / 0 °C

3: Reflux

4: 0 °C

5: tetrahydrofuran / 0 °C / Inert atmosphere

With hydrazine hydrate; acetic acid; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; ethanol; water; 3: |Curtius Rearrangement;

DOI:10.1039/c3ob42186d

Reference yield:

4-chlorophenylhydrazine hydrochloride (1073-70-7) → ethyl 5-chloro-3-(1-(3,5-dimethylphenyl)-2,2,2-trifluoro-1-hydroxyethyl)-1H-indol-2-ylcarbamate (1609930-27-9)

Guidance literature:

Multi-step reaction with 7 steps

1: methanol / Reflux

2: methanol; water / 2.5 h / Reflux; Inert atmosphere; Acidic conditions

3: hydrazine hydrate / ethanol / 5 h / Reflux

4: acetic acid; sodium nitrite / water; 1,4-dioxane / 0 °C

5: Reflux

6: 0 °C

7: tetrahydrofuran / 0 °C / Inert atmosphere

With hydrazine hydrate; acetic acid; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; 2: |Fischer Indole Synthesis / 5: |Curtius Rearrangement;

DOI:10.1039/c3ob42186d

upstream raw materials:

(5-Chloro-1H-indol-2-yl)-carbamic acid ethyl ester

5-chloroindole-2-carboxylic acid azide

5-chloro-1H-indole-2-carbohydrazide

methyl 5-chloroindole-2-carboxylate