1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

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Chemical Name:1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide
CAS No.:1449319-61-2
Molecular Formula:C₂₅H₁₉N₅O₂
Molecular Weight:421.458
Hs Code.:

Synonyms:1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

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Chemical Property of 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

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Technology Process of 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

There total 4 articles about 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 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: 71.9%

: 1449318-35-7
1-benzyl-1H-pyrazol-4-carboxylic acid (5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)amide

: 87199-17-5
4-formylphenylboronic acid,

: 1449319-61-2
1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In tetrahydrofuran; water; at 120 ℃; for 1h; Microwave irradiation;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1449319-61-2
1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

Guidance literature:: Multi-step reaction with 4 steps

1: nitric acid / 0.5 h / 0 °C

2: acetic acid; tin(II) chloride dihdyrate; hydrogenchloride / 2 h / 85 °C

3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 4 h / 20 °C

4: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 1 h / 120 °C / Microwave irradiation

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tin(II) chloride dihdyrate; nitric acid; potassium carbonate; acetic acid; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

Reference yield:

: 507462-26-2
5-bromo-3-nitro-1H-pyrrolo[2,3-b]pyridine

: 1449319-61-2
1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid; tin(II) chloride dihdyrate; hydrogenchloride / 2 h / 85 °C

2: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 4 h / 20 °C

3: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 1 h / 120 °C / Microwave irradiation

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tin(II) chloride dihdyrate; potassium carbonate; acetic acid; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide;