methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

Base Information

Chemical Name:methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate
CAS No.:1346575-80-1
Molecular Formula:C₂₁H₂₀FNO₃
Molecular Weight:353.393
Hs Code.:

Synonyms:methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

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Chemical Property of methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

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Technology Process of methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

There total 6 articles about methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate 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: 98.0%

: 1346575-78-7
methyl 6-bromo-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

: 374538-01-9
(4-fluoro-3-formylphenyl)boronic acid

: 1346575-80-1
methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

Guidance literature:: With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; at 110 ℃; for 4h; Inert atmosphere;

Reference yield:

: 107650-22-6
methyl 6-bromo-1-isopropyl-3-methyl-1H-indole-4-carboxylate

: 1346575-80-1
methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

1.2: 0 - 45 °C / Inert atmosphere

2.1: trichlorophosphate / 0.33 h / 0 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C / Inert atmosphere

3.1: sulfolane; toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

3.2: 2 h / 100 °C / Inert atmosphere

4.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 4 h / 110 °C / Inert atmosphere

With sulfolane; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide; trichlorophosphate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

: 107650-20-4
5-bromo-2-methyl-3-nitro-benzoic acid

: 1346575-80-1
methyl 6-(4-fluoro-3-formylphenyl)-3-methyl-1-(1-methylethyl)-1H-indole-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide / 18 h / 115 °C / Inert atmosphere

1.2: 4 h / 50 - 90 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

2.2: 0 - 45 °C / Inert atmosphere

3.1: trichlorophosphate / 0.33 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

4.1: sulfolane; toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere

4.2: 2 h / 100 °C / Inert atmosphere

5.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 4 h / 110 °C / Inert atmosphere

With sulfolane; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; toluene-4-sulfonic acid; toluene-4-sulfonic acid hydrazide; trichlorophosphate; In 1,4-dioxane; water; N,N-dimethyl-formamide;