5-Bromoindoline

Base Information

• Chemical Name: 5-Bromoindoline
• CAS No.: 22190-33-6
• Molecular Formula: C8H8BrN
• Molecular Weight: 198.062
• Hs Code.: 29339900
• European Community (EC) Number: 629-063-8
• DSSTox Substance ID: DTXSID60392231
• Nikkaji Number: J2.056.495D
• Wikidata: Q72457413
• ChEMBL ID: CHEMBL1770732
• Mol file: 22190-33-6.mol

Synonyms:5-Bromoindoline;22190-33-6;5-bromo-2,3-dihydro-1H-indole;1H-Indole, 5-bromo-2,3-dihydro-;MFCD00027410;5-bromo-indoline;5-Bromoindoline, 97%;SCHEMBL10815;5-bromo-2,3-dihydro-indole;CHEMBL1770732;DTXSID60392231;QEDCHCLHHGGYBT-UHFFFAOYSA-N;BDBM261508;5-bromo-2,3-dihydro-1 H-indole;BCP27442;CS-M0075;STK149491;AKOS003273737;FS-3347;SB35536;AC-27800;SY017310;A4770;AM20120472;B3885;FT-0600840;EN300-56893;US9708268, 11;Q-102595;Z57479128;Preparation of 1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)indoline-5-carboxamide

Chemical Property of 5-Bromoindoline

Chemical Property:

• Appearance/Colour: White to brown low melting solid
• Vapor Pressure: 0.00334mmHg at 25°C
• Melting Point: 36-40 °C(lit.)
• Refractive Index: 1.602
• Boiling Point: 282.5 °C at 760 mmHg
• PKA: 4.35±0.20(Predicted)
• Flash Point: 124.7 °C
• PSA: 12.03000
• Density: 1.514 g/cm³
• LogP: 2.55510
• Storage Temp.: ?20°C
• Solubility.: DMSO, Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 196.98401
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

5-Bromoindoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C=C(C=C2)Br
• Uses: 5-Bromoindoline is a brominated indoline derivative and a product of biocatalyzed halogenation of nucleobase analogs. 5-Bromoindoline is used in the synthetic preparation of biologically active compou nds such as selective human β3 adrenergic receptor agonists.

Technology Process of 5-Bromoindoline

There total 2 articles about 5-Bromoindoline 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: 98.04%

5-bromo-N-acetylindoline (22190-38-1) → 5-bromoindoline (22190-33-6)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 78 ℃; for 4h; Solvent; Temperature; Green chemistry;

Reference yield:

5-bromo-N-acetylindoline (22190-38-1) → 5-bromoindoline (22190-33-6) + ethanol (64-17-5)

Guidance literature:

With [Ru(η³-C3H5)(Ph2P(CH2)2NH2)2]BF4; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 100 ℃; for 24h; under 38002.6 Torr; Reagent/catalyst; Time; Pressure;

DOI:10.1039/c4cy01227e

Reference yield: 98.0%

5-bromoindoline (22190-33-6) → 5-bromo-1H-indole (10075-50-0)

Guidance literature:

With potassium tert-butylate; In decane; at 150 ℃; for 36h; Inert atmosphere; Schlenk technique;

DOI:10.1002/cctc.201900367

upstream raw materials:

5-bromo-N-acetylindoline

Downstream raw materials:

5-bromo-1H-indole

5-bromo-N-acetylindoline

4-(5-bromo-2,3-dihydro-indol-1-ylmethylene)-2-phenyl-4H-oxazol-5-one

{(E)-(S)-4-(5-Bromo-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enyl}-carbamic acid tert-butyl ester

Refernces

• 1、 -. "Environment-friendly synthesis method for medicine intermediate 5-bromoindole". Paragraph 0108-0113; 0135-0140; 0162-0167. . Retrieved 2017/03/28.
• 2、 -. "Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases". Paragraph 0471. . Retrieved 2015/09/22.