METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE

Base Information

• Chemical Name: METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE
• CAS No.: 688357-19-9
• Molecular Formula: C9H7ClN2O2
• Molecular Weight: 210.62
• Hs Code.: 2933990090
• Mol file: 688357-19-9.mol

Synonyms:METHYL 4-CHLORO-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBOXYLATE;METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE;4-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid Methyl ester;4-Chloro-2-(methoxycarbonyl)-1H-pyrrolo[3,2-c]pyridine

Chemical Property of METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 224-225°
• Boiling Point: 400.229°C at 760 mmHg
• PKA: 12.27±0.40(Predicted)
• Flash Point: 195.852°C
• PSA: 54.98000
• Density: 1.453g/cm³
• LogP: 2.00290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl 4-chloro-5-azaindole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE

There total 5 articles about METHYL 4-CHLORO-5-AZAINDOLE-2-CARBOXYLATE 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: 90.0%

methyl (2Z)-2-{[(benzyloxy)carbonyl]amino}-3-(2-chloro-4-iodopyridin-3-yl)prop-2-enoate (1418287-33-8) → 4-chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester (688357-19-9)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In 1,4-dioxane; Inert atmosphere; Reflux;

Reference yield: 72.0%

2-azido-3-(2-chloro-3-pyridinyl)-2-propenoic acid methyl ester (688357-18-8) → 4-chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester (688357-19-9)

Guidance literature:

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

DOI:10.1055/s-2005-872165

Reference yield:

2-chloro-3-carbaldehydepyridine (36404-88-3) → 4-chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester (688357-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaOMe / methanol / -10 - 0 °C

2: 72 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:

2-azido-3-(2-chloro-3-pyridinyl)-2-propenoic acid methyl ester

2-chloro-3-carbaldehydepyridine

2-Chloro-4-iodo-3-pyridinecarboxaldehyde

methyl (2Z)-2-{[(benzyloxy)carbonyl]amino}-3-(2-chloro-4-iodopyridin-3-yl)prop-2-enoate

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