N-Tosyl-4-chloro-3-iodo-7-azaindole

Base Information

• Chemical Name: N-Tosyl-4-chloro-3-iodo-7-azaindole
• CAS No.: 869335-20-6
• Molecular Formula: C₁₄H₁₀ClIN₂O₂S
• Molecular Weight: 432.669
• DSSTox Substance ID: DTXSID00701222
• Wikidata: Q72452477
• Mol file: 869335-20-6.mol

Synonyms:N-Tosyl-4-chloro-3-iodo-7-azaindole;869335-20-6;4-chloro-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine;4-chloro-3-iodo-1-(4-methylphenyl)sulfonylpyrrolo[2,3-b]pyridine;4-Chloro-3-iodo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine;C14H10ClIN2O2S;SCHEMBL2881500;DTXSID00701222;XCUCPOPYQXVOJN-UHFFFAOYSA-N;MFCD12964070;4-chloro-3-iodo-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine;AKOS015856693;GS-6628;AM804443;CS-0005126;FT-0743727;A862983;4-Chloro-1-(toluene-4-sulfonyl)-3-iodo-1H-pyrrolo[2,3-b]pyridine;4-chloro-1-(toluene-4-sulphonyl)-3-iodo-1H-pyrrolo[2,3-b]pyridine;4-Chloro-3-iodo-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of N-Tosyl-4-chloro-3-iodo-7-azaindole

Chemical Property:

• Boiling Point: 544.829 °C at 760 mmHg
• Flash Point: 283.303 °C
• PSA: 60.34000
• Density: 1.846 g/cm³
• LogP: 4.92050
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 431.91962
• Heavy Atom Count: 21
• Complexity: 476

Purity/Quality:

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

3-Iodo-4-chloro-1-(phenylsulfonyl)-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: CC1=CC=C(C=C1)S(=O)(=O)N2C=C(C3=C(C=CN=C32)Cl)I

Technology Process of N-Tosyl-4-chloro-3-iodo-7-azaindole

There total 8 articles about N-Tosyl-4-chloro-3-iodo-7-azaindole 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: 60.0%

4-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (869335-73-9) + p-toluenesulfonyl chloride (98-59-9) → 4-chloro-3-iodo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine (869335-20-6)

Guidance literature:

4-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine; With sodium hydride; In tetrahydrofuran; at 0 - 5 ℃; for 0.25h;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 5 - 20 ℃; for 1h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; ethyl acetate;

Reference yield: 60.0%

p-toluenesulfonyl chloride (98-59-9) → 4-chloro-3-iodo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine (869335-20-6)

Guidance literature:

4-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine; With sodium hydride; In tetrahydrofuran; at 0 - 5 ℃; for 0.25h;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 5 - 20 ℃; for 1h;

Reference yield:

4-chloro-7-azaindole (55052-28-3) → 4-chloro-3-iodo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine (869335-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; N-chloro-succinimide / 4 h / 0 - 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 6 h / 0 °C / Inert atmosphere

With N-chloro-succinimide; sodium hydride; acetic acid; In N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

p-toluenesulfonyl chloride

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

4-chloro-7-azaindole

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

Downstream raw materials:

C₂₁H₁₆ClFN₂O₃S

C₂₀H₁₆N₂O₃S

C₂₁H₁₈ClN₃O₄S

C₂₁H₁₆ClFN₂O₃S

Refernces

• 1、 -. "NOVEL 3,4-DISUBSTITUTED-1H-PYRROLO[2,3-B]PYRIDINES AND 4,5-DISUBSTITUTED-7H-PYRROLO[2,3-C]PYRIDAZINES AS LRRK2 INHIBITORS". Page/Page column 40; 41. . Retrieved 2015/07/07.
• 2、 -. "Substituted Phenylamino-Pyrimidines". . . Retrieved 2008/12/04.