N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide

Base Information

Chemical Name:N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide
CAS No.:1296199-81-9
Molecular Formula:C₂₆H₂₂N₄O₂
Molecular Weight:422.486
Hs Code.:

Synonyms:N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide

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Chemical Property of N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide

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Technology Process of N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide

There total 7 articles about N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-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:

: 2075-45-8
4-bromo-1H-pyrazole

: 1296202-22-6
C₂₃H₁₉BrN₂O₂

: 1296199-81-9
N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide

Guidance literature:: With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; water; at 120 ℃; for 2h; microwave; Inert atmosphere;

Reference yield:

: 79878-02-7
1-(6-bromo-1H-indol-3-yl)-2,2,2-trifluoroethan-1-one

: 1296199-81-9
N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: caesium carbonate / N,N-dimethyl-formamide / 20 °C

2: trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate / 1,4-dioxane; water / 110 °C

3: sodium hydroxide / 14 h / Reflux

4: triethylamine; HATU / N,N-dimethyl-formamide / 20 °C

With trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate; caesium carbonate; triethylamine; HATU; sodium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide; 2: Suzuki coupling;
DOI:10.1016/j.bmcl.2011.09.084

Reference yield:

: 52415-29-9
6-bromo-1H-indole

: 1296199-81-9
N-(3-methoxybenzyl)-1-phenyl-6-(1H-pyrazol-4-yl)-1H-indole-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: N,N-dimethyl-formamide / 3 h / 0 °C

2: sodium hydroxide; water / 18 h / 100 °C

3: triethylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

4: potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine / 1,4-dioxane / 1 h / 120 °C / microwave; Inert atmosphere

5: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 2 h / 120 °C / microwave; Inert atmosphere

With potassium phosphate; copper(l) iodide; water; sodium carbonate; triethylamine; HATU; sodium hydroxide; trans-1,2-cyclohexanediamine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; water; N,N-dimethyl-formamide;