6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide

Base Information

Chemical Name:6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide
CAS No.:1373845-10-3
Molecular Formula:C₁₉H₂₀N₄O
Molecular Weight:320.394
Hs Code.:

Synonyms:6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide

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Chemical Property of 6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide

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Technology Process of 6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide

There total 9 articles about 6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-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:

: 823-96-1
Trimethylboroxine

: 1373844-59-7
6-amino-2-(4-bromophenyl)-5-cyclopropyl-N-methyl-2H-indazole-3-carboxamide

: 1373845-10-3
6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide

Guidance literature:: Trimethylboroxine; 6-amino-2-(4-bromophenyl)-5-cyclopropyl-N-methyl-2H-indazole-3-carboxamide; With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; water; at 110 ℃; for 0.25h; Microwave irradiation;

With water; at 70 ℃; for 2h;

Reference yield:

: 3132-99-8
m-bromobenzoic aldehyde

: 1373845-10-3
6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: nitric acid; sulfuric acid / 0.42 h / cooling with ice

2.1: nitric acid; sulfuric acid / 6 h / 50 °C / cooling with ice

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 6 h / Inert atmosphere; Reflux

4.1: acetic acid / 60 °C

4.2: 0.08 h / 60 °C

5.1: phosphorus trichloride / chloroform / 1 h / 60 °C

6.1: sodium hydroxide; water / ethanol / 15 h / 90 °C

7.1: pyridine; trichlorophosphate / tetrahydrofuran / 1 h / 0 °C

8.1: water; ammonium chloride; iron / ethanol / 1.5 h / 80 °C

9.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water; tetrahydrofuran / 0.25 h / 110 °C / Microwave irradiation

9.2: 2 h / 70 °C

With pyridine; sulfuric acid; water; nitric acid; iron; sodium carbonate; ammonium chloride; caesium carbonate; acetic acid; sodium hydroxide; trichlorophosphate; phosphorus trichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; water; toluene; 3.1: Suzuki Coupling / 9.1: Suzuki Coupling;

Reference yield:

: 20357-20-4
5-bromo-2-nitrobenzaldehyde

: 1373845-10-3
6-amino-5-cyclopropyl-N-methyl-2-(4-methylphenyl)-2H-indazole-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: nitric acid; sulfuric acid / 6 h / 50 °C / cooling with ice

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 6 h / Inert atmosphere; Reflux

3.1: acetic acid / 60 °C

3.2: 0.08 h / 60 °C

4.1: phosphorus trichloride / chloroform / 1 h / 60 °C

5.1: sodium hydroxide; water / ethanol / 15 h / 90 °C

6.1: pyridine; trichlorophosphate / tetrahydrofuran / 1 h / 0 °C

7.1: water; ammonium chloride; iron / ethanol / 1.5 h / 80 °C

8.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water; tetrahydrofuran / 0.25 h / 110 °C / Microwave irradiation

8.2: 2 h / 70 °C

With pyridine; sulfuric acid; water; nitric acid; iron; sodium carbonate; ammonium chloride; caesium carbonate; acetic acid; sodium hydroxide; trichlorophosphate; phosphorus trichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; water; toluene; 2.1: Suzuki Coupling / 8.1: Suzuki Coupling;