1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-chloro-, methyl ester

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-chloro-, methyl ester
• CAS No.: 871583-23-2
• Molecular Formula: C₉H₇ClN₂O₂
• Molecular Weight: 210.62
• Hs Code.: 2933990090
• Mol file: 871583-23-2.mol

Synonyms:4-Chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylicacid methyl ester

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-chloro-, methyl ester

Chemical Property:

• Melting Point: 217-218 °C (decomp)
• Refractive Index: 1.657
• PKA: 10.95±0.40(Predicted)
• PSA: 54.98000
• Density: 1.453g/cm³
• LogP: 2.00290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

Methyl4-chloro-1h-pyrrolo[2,3-b]pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-chloro-, methyl ester

There total 3 articles about 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-chloro-, methyl ester 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: 40.0%

C9H7ClN4O2 → methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (871583-23-2)

Guidance literature:

In 1,3,5-trimethyl-benzene; at 160 ℃;

DOI:10.15227/orgsyn.084.0262

Reference yield: 40.0%

methyl (2Z)-2-azido-3-(4-chloropyridin-3-yl)acrylate → methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (871583-23-2)

Guidance literature:

In 1,3,5-trimethyl-benzene; for 1h; Heating;

DOI:10.1055/s-2005-872165

Reference yield:

4-chloronicotinaldehyde (114077-82-6) → methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (871583-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / NaOMe / methanol / -10 - 0 °C

2: 40 percent / 1,3,5-trimethyl-benzene / 1 h / Heating

With sodium methylate; In methanol; 1,3,5-trimethyl-benzene; 2: Hemetsberger-Knittel reaction;

DOI:10.1055/s-2005-872165

upstream raw materials:

4-chloronicotinaldehyde

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