N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Base Information

• Chemical Name: N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide
• CAS No.: 1352805-43-6
• Molecular Formula: C₁₀H₁₁N₃O₂
• Molecular Weight: 205.216
• Mol file: 1352805-43-6.mol

Synonyms:N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Chemical Property of N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

There total 5 articles about N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-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: 82.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 7-azaindole-2-carboxylic acid (136818-50-3) → N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide (1352805-43-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield: 79.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (94790-37-1) + 7-azaindole-2-carboxylic acid (136818-50-3) → N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide (1352805-43-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

Reference yield:

2-bromopyridine-3-carboxaldehyde (128071-75-0) → N-methoxy-N-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide (1352805-43-6)

Guidance literature:

Multi-step reaction with 4 steps

1: caesium carbonate; copper(l) iodide / dimethyl sulfoxide / 16 h / 80 °C

2: triethylamine / tetrahydrofuran / 16 h / 20 °C

3: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 16 h / 0 - 20 °C

With copper(l) iodide; water; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

7-azaindole-2-carboxylic acid

2-bromopyridine-3-carboxaldehyde

Downstream raw materials:

1-[1-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]ethanone

1-[1-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]ethanamine

tert-butyl {1-[1-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]ethyl}carbamate

tert-butyl {1-[3-chloro-1-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]ethyl}carbamate