1-bromo-2-fluoro-3-methyl-5-nitrobenzene

Base Information

• Chemical Name: 1-bromo-2-fluoro-3-methyl-5-nitrobenzene
• CAS No.: 175610-68-1
• Molecular Formula: C7H5BrFNO2
• Molecular Weight: 234.025
• Hs Code.: 2904990090
• Mol file: 175610-68-1.mol

Synonyms:1-bromo-2-fluoro-3-methyl-5-nitrobenzene

Chemical Property of 1-bromo-2-fluoro-3-methyl-5-nitrobenzene

Chemical Property:

• PSA: 45.82000
• LogP: 3.32800
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98.5% ^*data from raw suppliers

1-Bromo-2-fluoro-3-methyl-5-nitrobenzene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Bromo-2-fluoro-3-methyl-5-nitrobenzene is used in preparation of Thienopyridinyl and Thienopyrimidyl compounds as ubiquitin-specific-processing protease 7 (USP7) modulators for the treatment of cancer.

Technology Process of 1-bromo-2-fluoro-3-methyl-5-nitrobenzene

There total 2 articles about 1-bromo-2-fluoro-3-methyl-5-nitrobenzene 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:

2-bromo-6-methyl-4-nitroaniline (102170-56-9) → 1-bromo-2-fluoro-3-methyl-5-nitro-benzene (175610-68-1)

Guidance literature:

With tetrafluoroboric acid; silica gel; cis-nitrous acid; Yield given. Multistep reaction; 2.) 140 deg C;

DOI:10.1016/0960-894X(96)00040-6

Reference yield:

2-methyl-4-nitroaniline hydrochloride (139291-81-9) → 1-bromo-2-fluoro-3-methyl-5-nitro-benzene (175610-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Br₂ / 1 h / Ambient temperature

2: 1.) NaNO₂, HBF₄ / 1.) H₂O, 15 min, 2.) 150 deg C, 10 min

With tetrafluoroboric acid; bromine; sodium nitrite;

DOI:10.1021/jm960370r

Reference yield: 66.0%

tert-butyl 3-hydroxy-3-(trifluoromethyl)piperidine-1-carboxylate (1052713-78-6) + 1-bromo-2-fluoro-3-methyl-5-nitro-benzene (175610-68-1) → tert-butyl 3-(2-bromo-6-methyl-4-nitrophenoxy)-3-(trifluoromethyl)piperidine-1-carboxylate

Guidance literature:

tert-butyl 3-hydroxy-3-(trifluoromethyl)piperidine-1-carboxylate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

1-bromo-2-fluoro-3-methyl-5-nitro-benzene; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

upstream raw materials:

2-bromo-6-methyl-4-nitroaniline

2-methyl-4-nitroaniline hydrochloride

Refernces

• 1、 O'Neill, Paul M.,Willock, David J.,Hawley, Shaun R.,Bray, Patrick G.,Storr, Richard C.,Ward, Stephen A.,Park, B. Kevin. "Synthesis, antimalarial activity, and molecular modeling of tebuquine analogues". . p. 437 - 448. Retrieved 2007/10/03.