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

Base Information

• Chemical Name: 3-Bromo-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 74420-15-8
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.034
• Hs Code.: 29339900
• European Community (EC) Number: 625-374-8
• DSSTox Substance ID: DTXSID80420606
• Nikkaji Number: J848.793F
• ChEMBL ID: CHEMBL4866966
• Mol file: 74420-15-8.mol

Synonyms:3-Bromo-7-azaindole;3-Bromo-1H-pyrrolo[2,3-b]pyridine;74420-15-8;1H-PYRROLO[2,3-B]PYRIDINE, 3-BROMO-;CHEMBL4866966;MFCD02179276;3-Bromo-7-aza indole;SCHEMBL410624;3-Bromo-7-azaindole, 97%;SCHEMBL12913737;DTXSID80420606;VJDGIJDCXIEXPF-UHFFFAOYSA-N;BCP27031;CS-B0099;BDBM50578090;AKOS005070014;3-bromo-1-H-pyrrolo[2,3-b]pyridine;3-bromo-1H-pyrrolo[2, 3-b]pyridine;AC-3102;PB15709;3-bromanyl-1H-pyrrolo[2,3-b]pyridine;SY003833;A9538;AM20061481;B3675;FT-0649542;EN300-304836;2R-0634;A838122;J-511809;7-(3-(Trifluoromethoxy)phenyl)indole-3-carboxaldehyde

Chemical Property of 3-Bromo-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• Melting Point: 172-175 °C
• Boiling Point: 336.4 °C at 760 mmHg
• PKA: 5.89±0.20(Predicted)
• Flash Point: 157.3 °C
• PSA: 28.68000
• Density: 1.77 g/cm³
• LogP: 2.32540
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Dichloromethane, Ethyl Acetate
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.96361
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-7-azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NC=C2Br)N=C1
• Uses: 3-Bromo-7-azaindole is a reagent used in the preparation of biologically active Azaindoles. A reagent used in the preparation of biologically active Azaindoles. Useful starter in 7-azaindole chemistry

Technology Process of 3-Bromo-1H-pyrrolo[2,3-b]pyridine

There total 3 articles about 3-Bromo-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: 99.0%

7-Azaindole (271-63-6) → 3-bromo-1H-pyrrolo[2,3-b]pyridine (74420-15-8)

Guidance literature:

With 1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane; bromine; nickel diacetate; at 100 ℃; for 3h; Temperature; Reflux;

Reference yield: 90.0%

7-azaindolyl-3-carboxylic acid (156270-06-3) → 3-bromo-1H-pyrrolo[2,3-b]pyridine (74420-15-8)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1055/s-0040-1707901

Reference yield:

→ 3-bromo-1H-pyrrolo[2,3-b]pyridine (74420-15-8)

Guidance literature:

1H-Pyrrolo<2,3-b>pyridin, Br2;

DOI:10.1039/j39690001505

upstream raw materials:

7-Azaindole

7-azaindolyl-3-carboxylic acid

Downstream raw materials:

3-bromo-1-(benzenesulfonyl)-1H-pyrrolo [2,3-b]pyridine

(3-Bromo-pyrrolo[2,3-b]pyridin-1-yl)-(2-ethoxy-naphthalen-1-yl)-methanone

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

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

Refernces

• 1、 -. "Aryl halide and synthesis method and application thereof". Paragraph 0115-0117. . Retrieved 2020/06/02.
• 2、 Patel, Pritesh R.,Henderson, Scott H.,Roe, Mark S.,Honey, Mark A.. "Decarboxylative Bromination of Heteroarenes: Initial Mechanistic Insights". supporting information. p. 1603 - 1607. Retrieved 2020/09/09.