1H-Pyrrolo[2,3-b]pyridine, 4,6-dichloro-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 4,6-dichloro-
• CAS No.: 5912-18-5
• Molecular Formula: C7H4Cl2N2
• Molecular Weight: 187.028
• Hs Code.: 2933990090
• Mol file: 5912-18-5.mol

Synonyms:4,6-Dichloro-7-azaindole;

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 4,6-dichloro-

Chemical Property:

• Vapor Pressure: 0.000635mmHg at 25°C
• Melting Point: 207-208 °C
• Refractive Index: 1.708
• Boiling Point: 319.4 °C at 760 mmHg
• PKA: 5.40±0.40(Predicted)
• Flash Point: 176.4 °C
• PSA: 28.68000
• Density: 1.571 g/cm³
• LogP: 2.86970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine ^*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, 4,6-dichloro-

There total 1 articles about 1H-Pyrrolo[2,3-b]pyridine, 4,6-dichloro- 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:

4-chloro-7-azaindole (55052-28-3) → 4,6-dichloro-1H-pyrrolo-[2,3-b]-pyridine (5912-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / CHCl₃ / 1 h / 0 °C

2: 58 percent / methanesulfonyl chloride / dimethylformamide / 3 h / 80 °C

With methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.01.122

Reference yield: 85.0%

1-(1-phenylvinyl)tetrahydro-1H-thiophen-1-ium tetraphenylborate + 4,6-dichloro-1H-pyrrolo-[2,3-b]-pyridine (5912-18-5) → 4,6-dichloro-1-[(E)-styryl]pyrrolo[2,3-b]pyridine

Guidance literature:

1-(1-phenylvinyl)tetrahydro-1H-thiophen-1-ium tetraphenylborate; 4,6-dichloro-1H-pyrrolo-[2,3-b]-pyridine; In dimethyl sulfoxide; at 21 ℃; for 0.0333333h; Schlenk technique;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 21 ℃; for 12h; regioselective reaction; Schlenk technique;

DOI:10.1021/acs.joc.8b00682

Reference yield: 80.57%

p-toluenesulfonyl chloride (98-59-9) + 4,6-dichloro-1H-pyrrolo-[2,3-b]-pyridine (5912-18-5) → 4,6-dichloro-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

Guidance literature:

4,6-dichloro-1H-pyrrolo-[2,3-b]-pyridine; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 0 - 15 ℃; for 1h;

upstream raw materials:

4-chloro-7-azaindole

Downstream raw materials:

3-fluoro-4-((1H-pyrrolo [2,3-b]pyridin-4-yl)oxy)aniline

3-fluoro-4-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy]-phenylamine

4-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy]-3-fluoro-phenylamine

Refernces