N₂,N₂-dimethyl-N₁-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide

Base Information

• Chemical Name: N₂,N₂-dimethyl-N₁-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide
• CAS No.: 1093305-39-5
• Molecular Formula: C₂₁H₂₃N₇O
• Molecular Weight: 389.46

Synonyms:N₂,N₂-dimethyl-N₁-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide

Chemical Property of N₂,N₂-dimethyl-N₁-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide

Chemical Property:

Purity/Quality:

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Technology Process of N₂,N₂-dimethyl-N₁-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide

There total 3 articles about N₂,N₂-dimethyl-N₁-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide 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:

2-(dimethylamino)-N-(5-ethynyl-1H-indazol-3-yl)acetamide (1093307-41-5) + 1-(azidomethyl)-3-methylbenzene (126799-82-4) → N2,N2-dimethyl-N1-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide (1093305-39-5)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 60 ℃; for 2h;

Reference yield:

tert-butyl 3-amino-5-bromo-1H-indazole-1-carboxylate (1093307-38-0) → N2,N2-dimethyl-N1-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide (1093305-39-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / tetrahydrofuran / 2 h / 20 °C

2: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / 3 h / 60 °C

3: potassium hydroxide; water / 1 h / 20 °C

4: copper(II) sulfate; sodium L-ascorbate / water; tert-butyl alcohol / 2 h / 60 °C

With potassium hydroxide; copper(l) iodide; water; potassium carbonate; copper(II) sulfate; sodium L-ascorbate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; tert-butyl alcohol;

Reference yield:

tert-butyl 5-bromo-3-(2-(dimethylamino)acetamido)-1H-indazole-1-carboxylate (1093307-39-1) → N2,N2-dimethyl-N1-{5-[1-(3-methylbenzyl)-1H-1,2,3-triazol-4-yl]-1H-indazol-3-yl}glycinamide (1093305-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / 3 h / 60 °C

2: potassium hydroxide; water / 1 h / 20 °C

3: copper(II) sulfate; sodium L-ascorbate / water; tert-butyl alcohol / 2 h / 60 °C

With potassium hydroxide; copper(l) iodide; water; copper(II) sulfate; sodium L-ascorbate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In water; tert-butyl alcohol;

upstream raw materials:

2-(dimethylamino)-N-(5-ethynyl-1H-indazol-3-yl)acetamide

1-(azidomethyl)-3-methylbenzene

tert-butyl 3-amino-5-bromo-1H-indazole-1-carboxylate

tert-butyl 5-bromo-3-(2-(dimethylamino)acetamido)-1H-indazole-1-carboxylate

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