1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

Base Information

• Chemical Name: 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide
• CAS No.: 1449321-20-3
• Molecular Formula: C₃₇H₃₆N₆O₄S
• Molecular Weight: 660.797
• Mol file: 1449321-20-3.mol

Synonyms:1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

Chemical Property of 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide

There total 14 articles about 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-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:

1-benzyl-1H-pyrazol-4-carboxylic acid [5-bromo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide (1449319-84-9) + (S)-1-methyl-2-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenoxymethyl]pyrrolidine (1449321-17-8) → 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide (1449321-20-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In tetrahydrofuran; water; at 130 ℃; for 1h; Microwave irradiation;

Reference yield:

1-benzyl-1H-pyrazol-4-carboxylic acid [5-bromo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide (1449319-84-9) + (S)-1-methyl-2-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenoxymethyl]pyrrolidine (1449321-17-8) → 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide (1449321-20-3) + [5-[3-(1-methylpiperidin-3-yloxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide (1449321-22-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; potassium carbonate; In tetrahydrofuran; at 130 ℃; for 1h; Microwave irradiation;

Reference yield:

5-bromo-1H-pyrrolo[2,3-b]pyridin-3-ylamine (507462-51-3) → 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide (1449321-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 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

2: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / water; dichloromethane / 4 h / 20 °C

3: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; tetrahydrofuran / 1 h / 130 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

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

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

(S)-1-methyl-2-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenoxymethyl]pyrrolidine

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Downstream raw materials:

1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-((S)-1-methylpyrrolidin-2-ylmethoxy)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide