4-Chloro-7-azaindole

Base Information

• Chemical Name: 4-Chloro-7-azaindole
• CAS No.: 55052-28-3
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 29339900
• European Community (EC) Number: 626-806-8
• ChEMBL ID: CHEMBL4204893
• DSSTox Substance ID: DTXSID50464294
• Nikkaji Number: J2.293.599B
• Wikidata: Q72517060
• Mol file: 55052-28-3.mol

Synonyms:4-CHLORO-7-AZAINDOLE;55052-28-3;4-chloro-1H-pyrrolo[2,3-b]pyridine;MFCD08272232;CHEMBL4204893;1H-PYRROLO[2,3-B]PYRIDINE, 4-CHLORO-;4-chlor-1H-pyrrolo[2,3-b]pyridin;4-choro-7-azaindole;SCHEMBL100651;4-Chloro-7-azaindole, 97%;DTXSID50464294;HNTZVGMWXCFCTA-UHFFFAOYSA-N;CS-B0097;BDBM50455573;AKOS004910656;AC-5049;CS-W000189;PB29499;4-chloro-1-H-pyrrolo[2,3-b]pyridine;4-Chloro-1H-pyrrolo[2,3-b]-pyridine;4-chloranyl-1H-pyrrolo[2,3-b]pyridine;BP-13250;HY-30013;SY004661;A7982;AM20061315;C2470;FT-0642107;FT-0648837;EN300-99341;N-(3-Chloro-2-methylpropyl)-N-methylformamide;4Z-5015;A830464;AN-584/43416898;W-203076;W-203973;F2108-0145

Chemical Property of 4-Chloro-7-azaindole

Chemical Property:

• Melting Point: 174-176°C
• Refractive Index: 1.703
• PKA: 12.98±0.40(Predicted)
• PSA: 28.68000
• Density: 1.425 g/cm³
• LogP: 2.21630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-7-azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=NC=CC(=C21)Cl
• Uses: 4-Chloro-7-azaindole can be used as a useful intermediate for drug discovery research. A useful intermediate for drug discovery research such as used in the synthesis of 7-azaindole derivatives, synthetic cytokinin analogues.

Technology Process of 4-Chloro-7-azaindole

There total 20 articles about 4-Chloro-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: 95.0%

C7H5N2O4S(1-)*Na(1+) → 4-chloro-7-azaindole (55052-28-3)

Guidance literature:

With n-butyllithium; trichlorophosphate; for 2h; Inert atmosphere;

Reference yield: 89.0%

1-(benzenesulfonyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine (744209-63-0) → 4-chloro-7-azaindole (55052-28-3)

Guidance literature:

With sodium t-butanolate; In 1,4-dioxane; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0029-1219918

Reference yield: 85.0%

7-Azaindole (271-63-6) → 4-chloro-7-azaindole (55052-28-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In 1,2-dimethoxyethane; n-heptane; at 20 - 85 ℃; for 18h;

upstream raw materials:

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

methanesulfonyl chloride

7-Azaindole

4-amino-1H-pyrrolo<2,3-b>pyridine

Downstream raw materials:

allyl-(1H-pyrrolo[2,3-b]pyridin-4-yl)amine

4-Iodo-1-acetyl-7-azaindole

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

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

Refernces

• 1、 -. "DERIVATIVES OF AN FGFR INHIBITOR". Paragraph 0210; 0212. . Retrieved 2021/06/11.
• 2、 -. "Method for synthesizing Meriolin". Paragraph 0009; 0041; 0044-0045; 0054; 0057-0058; 0067; 0071. . Retrieved 2019/07/01.