6-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 6-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1190322-78-1
• Molecular Formula: C7H4ClIN2
• Molecular Weight: 278.47753
• DSSTox Substance ID: DTXSID70696656
• Wikidata: Q72452630
• Mol file: 1190322-78-1.mol

Synonyms:6-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine;1190322-78-1;6-CHLORO-3-IODO-7-AZAINDOLE;1H-Pyrrolo[2,3-b]pyridine, 6-chloro-3-iodo-;SCHEMBL21589017;AMY9863;DTXSID70696656;MFCD12962922;AKOS016846083;SB14043;AS-65850;CS-0060455;EN300-263889;I10062;A892681

Chemical Property of 6-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• PKA: 11.48±0.40(Predicted)
• PSA: 28.68000
• Density: 2.156
• LogP: 2.82090
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 277.91077
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC2=C1C(=CN2)I)Cl

Technology Process of 6-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine

There total 4 articles about 6-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine 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:

3-iodo-1H-pyrrolo[2,3-b]pyridine 7-oxide (1352397-33-1) → 6-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (1190322-78-1)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetyl chloride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.tet.2020.131337

Reference yield:

6-chloro-7-azaindole (55052-27-2) → 6-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (1190322-78-1)

Guidance literature:

With N-iodo-succinimide; In N,N-dimethyl-formamide; acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1016/j.bmc.2020.115862

Reference yield:

7-Azaindole (271-63-6) → 6-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (1190322-78-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / dichloromethane / 0.5 h / 20 °C

1.2: 10 h / 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / diethyl ether / 1 h / 20 °C

3.1: 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetyl chloride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice

With 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetyl chloride; potassium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.tet.2020.131337

upstream raw materials:

7-Azaindole

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

3-iodo-1H-pyrrolo[2,3-b]pyridine 7-oxide

6-chloro-7-azaindole

Downstream raw materials:

C₂₈H₃₀N₄O₃

tert-butyl 4-(4-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl)piperazine-1-carboxylate

C₁₇H₁₇ClN₄

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