2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone

Base Information

• Chemical Name: 2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone
• CAS No.: 90929-73-0
• Molecular Formula: C9H7 Br N2 O
• Molecular Weight: 239.07
• European Community (EC) Number: 804-591-3
• DSSTox Substance ID: DTXSID00534734
• Wikidata: Q72512370
• Mol file: 90929-73-0.mol

Synonyms:90929-73-0;2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone;Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-;2-BROMO-1-(1H-PYRROLO[2,3-B]PYRIDIN-3-YL)ETHAN-1-ONE;2-bromo-1-{1H-pyrrolo[2,3-b]pyridin-3-yl}ethan-1-one;SCHEMBL4466016;AMY2892;DTXSID00534734;HRNCQDZUEOUQJP-UHFFFAOYSA-N;AKOS009316888;EN300-120360;G58669;A860657;2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-ethanone;Ethanone,2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-

Chemical Property of 2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone

Chemical Property:

• Melting Point: 280-282℃
• Refractive Index: 1.706
• PSA: 45.75000
• Density: 1.71
• LogP: 2.14050
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.97418
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NC=C2C(=O)CBr)N=C1

Technology Process of 2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone

There total 4 articles about 2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone 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: 92.0%

7-Azaindole (271-63-6) + 2-Bromoacetyl bromide (598-21-0) → 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one (90929-73-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; for 0.666667h; Reflux;

DOI:10.1002/cmdc.201100078

Reference yield: 76.0%

1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one (83393-46-8) → 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one (90929-73-0)

Guidance literature:

With hydrogen bromide; bromine; acetic acid; at 60 ℃; for 2h;

Reference yield:

3-bromo-1H-pyrrolo[2,3-b]pyridine (74420-15-8) → 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one (90929-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) ether, 1,2-dimethoxyethane, -5 deg C, 1 h; 2.) 0 deg C, 5 h

2: 75 percent / AlCl₃ / CS₂ / 0.67 h / 50 °C

With n-butyllithium; aluminium trichloride; In carbon disulfide;

upstream raw materials:

7-Azaindole

2-Bromoacetyl bromide

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

1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one

Downstream raw materials:

3-[2-(4-methylphenyl)-1,3-thiazol-4-yl]-1H-7-azaindole

3-[2-(4-methoxyphenyl)-1,3-thiazol-4-yl]-1H-7-azaindole