6-bromo-7-fluoroisatin

Base Information

• Chemical Name: 6-bromo-7-fluoroisatin
• CAS No.: 1336963-95-1
• Molecular Formula: C₈H₃BrFNO₂
• Molecular Weight: 244.02
• Mol file: 1336963-95-1.mol

Synonyms:6-bromo-7-fluoroisatin;6-bromo-7-fluoroindoline-2,3-dione;6-bromo-7-fluoro-2,3-dihydro-1H-indole-2,3-dione

Chemical Property of 6-bromo-7-fluoroisatin

Chemical Property:

• PKA: 7.42±0.20(Predicted)
• Density: 1.907±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

6-?Bromo-?7-?fluoroindoline-?2,?3-?dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-?Bromo-?7-?fluoroindoline-?2,?3-?dione is a heterocyclic reagent used in the synthesis of electrophiles capable of targeting K-Ras oncogense in the treatment of cancer.

Technology Process of 6-bromo-7-fluoroisatin

There total 2 articles about 6-bromo-7-fluoroisatin 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: 47.0%

3-bromo-2-fluorobenzenamine (58534-95-5) + chloral hydrate (302-17-0) → 6-bromo-7-fluoroindoline-2,3-dione (1336963-95-1)

Guidance literature:

With sulfuric acid; hydroxylamine hydrochloride; sodium sulfate; In water; at 130 ℃;

Reference yield:

3-bromo-2-fluorobenzenamine (58534-95-5) → 6-bromo-7-fluoroindoline-2,3-dione (1336963-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium sulfate; sulfuric acid; hydroxylamine hydrochloride / water / 0.5 h / 130 °C

2: sulfuric acid / 1 h / 70 °C

With sulfuric acid; hydroxylamine hydrochloride; sodium sulfate; In water;

DOI:10.1021/ja310283f

Reference yield: 94.0%

6-bromo-7-fluoroindoline-2,3-dione (1336963-95-1) → 2-amino-4-bromo-3-fluorobenzoic acid (1416013-62-1)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; at 0 - 20 ℃; for 16h;

upstream raw materials:

3-bromo-2-fluorobenzenamine

chloral hydrate

Downstream raw materials:

7-bromo-8-fluoro-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid

methyl 7-bromo-8-fluoro-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate

methyl 7-bromo-3-(bromomethyl)-8-fluoro-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate

methyl 3-(1,4'-bipiperidin-1'-ylmethyl)-7-bromo-8-fluoro-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate

Refernces

• 1、 -. "Quinazoline compound and application thereof in medicine (by machine translation)". . . Retrieved 2020/08/22.
• 2、 -. "CONJUGATES OF CEREBLON BINDING COMPOUNDS AND G12C MUTANT KRAS, HRAS OR NRAS PROTEIN MODULATING COMPOUNDS AND METHODS OF USE THEREOF". . . Retrieved 2018/02/15.