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

Base Information

• Chemical Name: 4-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 869335-73-9
• Molecular Formula: C7H4 Cl I N2
• Molecular Weight: 278.48
• Hs Code.: 2933990090
• European Community (EC) Number: 865-239-2
• DSSTox Substance ID: DTXSID10468450
• Wikidata: Q82295649
• Mol file: 869335-73-9.mol

Synonyms:4-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine;869335-73-9;4-Chloro-3-iodo-7-azaindole;MFCD09266226;3-iodo-4-chloro-7-azaindole;SCHEMBL1045493;SCHEMBL26887085;DTXSID10468450;IDEYYMSXMIFGMV-UHFFFAOYSA-N;CS-B0495;AKOS015850192;AF-0733;PB20359;AM804444;SY041330;FT-0678343;EN300-365352;1H-PYRROLO[2,3-B]PYRIDINE, 4-CHLORO-3-IODO-;4-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine, AldrichCPR

Chemical Property of 4-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• Vapor Pressure: 1.85E-05mmHg at 25°C
• Refractive Index: 1.785
• Boiling Point: 374°C at 760 mmHg
• PKA: 11.48±0.40(Predicted)
• Flash Point: 180°C
• PSA: 28.68000
• Density: 2.157g/cm³
• LogP: 2.82090
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.6
• 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

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

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C2C(=C1Cl)C(=CN2)I

Technology Process of 4-Chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine

There total 8 articles about 4-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: 100.0%

4-chloro-7-azaindole (55052-28-3) → 4-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (869335-73-9)

Guidance literature:

With N-iodo-succinimide; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.8b00579

Reference yield: 95.9%

4-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (920965-87-3) → 4-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (869335-73-9)

Guidance literature:

4-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile; With potassium hydroxide; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

With iodine; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

7-Azaindole (271-63-6) → 4-chloro-3-iodo-1H-pyrrolo[2,3-b]pyridine (869335-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / 1,2-dimethoxyethane; n-heptane / 2.5 h / 20 °C

2: trichlorophosphate / 4 h / 85 °C

3: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 20 °C

With N-iodo-succinimide; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In 1,2-dimethoxyethane; n-heptane; N,N-dimethyl-formamide;

upstream raw materials:

4-chloro-7-azaindole

7-Azaindole

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

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

Downstream raw materials:

3-(4-(azetidin-1-ylsulfonyl)phenyl)-4-(thiophen-3-yl)-1H-pyrrolo[2,3-b]pyridine

N,N-diethyl-2-(4-(thiophen-3-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)benzenesulfonamide

N,N-dimethyl-2-(4-(thiophen-3-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)benzenesulfonamide

N,N-diethyl-3-(4-(thiophen-3-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)benzenesulfonamide