1H-Pyrrolo[2,3-b]pyridine, 4-chloro-2-iodo-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-2-iodo-
• CAS No.: 940948-29-8
• Molecular Formula: C7H4ClIN2
• Molecular Weight: 278.48
• Hs Code.: 2933990090
• Mol file: 940948-29-8.mol

Synonyms:4-Chlor-2-iod-1H-pyrrolo[2,3-b]pyridin;4-Chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine;1H-pyrrolo[2,3-b]pyridine, 4-chloro-2-iodo-;

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-2-iodo-

Chemical Property:

• Vapor Pressure: 1.85E-05mmHg at 25°C
• Refractive Index: 1.784
• Boiling Point: 374 °C at 760 mmHg
• PKA: 11.54±0.40(Predicted)
• Flash Point: 180 °C
• PSA: 28.68000
• Density: 2.156 g/cm³
• LogP: 2.82090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-2-iodo-

There total 7 articles about 1H-Pyrrolo[2,3-b]pyridine, 4-chloro-2-iodo- 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%

4-chloro-2-iodo-1-methoxymethyl-1H-pyrrolo[2,3-b]pyridine (1312581-05-7) → 4-chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine (940948-29-8)

Guidance literature:

With bromo-catecholborane; In dichloromethane; for 1.5h;

Reference yield:

4-chloro-7-azaindole (55052-28-3) → 4-chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine (940948-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

1.2: 30 - 40 °C

2.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1.83 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 °C

3.1: bromo-catecholborane / dichloromethane / 1.5 h

With bromo-catecholborane; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;

Reference yield:

4-chloro-2-iodo-1-(2-iodobenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (940948-31-2) → 4-chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine (940948-29-8)

Guidance literature:

4-chloro-2-iodo-1-(2-iodobenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine; With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.5h;

With ammonium chloride; water; In tetrahydrofuran; methanol;

upstream raw materials:

4-chloro-2-iodo-1-(2-iodobenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine

4-chloro-7-azaindole

4-chloro-1-(methoxymethyl)-1H-pyrrolo[2,3-b]pyridine

4-chloro-2-iodo-1-methoxymethyl-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

4-chloro-2-iodo-1-methyl-1H-pyrrolo[2,3-b]pyridine

4-[4-(4-chloro-1-methyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

3-[4-chloro-1-methyl-2-(4-piperazin-1-yl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

4-[4-(4-chloro-3-iodo-1-methyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Barberis, Claude,Moorcroft, Neil,Arendt, Chris,Levit, Mikhail,Moreno-Mazza, Sandra,Batchelor, Joseph,Mechin, Ingrid,Majid, Tahir. "Discovery of N-substituted 7-azaindoles as PIM1 kinase inhibitors – Part I". . p. 4730 - 4734. Retrieved 2017/09/27.
• 2、 -. "Pyrrolopyridine kinase inhibiting compounds". Page/Page column 80. . Retrieved 2010/11/27.