5-Bromo-2-fluoropyrimidine

Base Information

• Chemical Name: 5-Bromo-2-fluoropyrimidine
• CAS No.: 62802-38-4
• Molecular Formula: C4H2BrFN2
• Molecular Weight: 176.976
• Hs Code.: 29335990
• European Community (EC) Number: 672-908-0
• DSSTox Substance ID: DTXSID00344956
• Nikkaji Number: J526.223B
• Wikidata: Q72456527
• Mol file: 62802-38-4.mol

Synonyms:5-Bromo-2-fluoropyrimidine;62802-38-4;2-Fluoro-5-bromopyrimidine;MFCD07787364;5-bromo-2-fluoro-pyrimidine;Pyrimidine, 5-bromo-2-fluoro-;SCHEMBL454443;5-Bromo-2-fluoropyrimidine #;AMY3034;DTXSID00344956;5-bromanyl-2-fluoranyl-pyrimidine;BBL103428;STL557238;AKOS005256480;AB42957;CS-W008137;PS-8576;5-Bromo-2-fluoropyrimidine, AldrichCPR;AC-28124;SY021620;B3685;FT-0651296;EN300-101770;A834000;J-516934

Chemical Property of 5-Bromo-2-fluoropyrimidine

Chemical Property:

• Vapor Pressure: 0.117mmHg at 25°C
• Melting Point: 90-93℃
• Refractive Index: 1.505
• Boiling Point: 270.8 °C at 760 mmHg
• PKA: -2.90±0.22(Predicted)
• Flash Point: 117.6 °C
• PSA: 25.78000
• Density: 1.838 g/cm³
• LogP: 1.37820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 175.93854
• Heavy Atom Count: 8
• Complexity: 72.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2-fluoropyrimidine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=N1)F)Br

Technology Process of 5-Bromo-2-fluoropyrimidine

There total 3 articles about 5-Bromo-2-fluoropyrimidine 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: 83.2%

5-bromo-2-aminopyrimidine (7752-82-1) → 5-fluoro-2-(trifluoromethyl)pyrimidine (62802-38-4)

Guidance literature:

With tetrafluoroboric acid; sulfuric acid; sodium nitrite; In acetonitrile; at -4 - 4 ℃; for 4h; Inert atmosphere;

Reference yield: 32.0%

5-bromopyrimidin-2-ol (38353-06-9,214290-49-0) → 5-fluoro-2-(trifluoromethyl)pyrimidine (62802-38-4)

Guidance literature:

With N,N'-1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-2,2-difluoroimidazolidine; cesium fluoride; In toluene; at 23 - 110 ℃; for 24.5h; Inert atmosphere;

DOI:10.1021/op500121w

Reference yield:

→ 5-fluoro-2-(trifluoromethyl)pyrimidine (62802-38-4)

Guidance literature:

2-Chlor-5-brom-pyrimidin, N-Methyl-2-pyrrolidon, CsF;

upstream raw materials:

5-bromopyrimidin-2-ol

5-bromo-2-aminopyrimidine

Downstream raw materials:

5-bromopyrimidin-2-ol

benzyl-(5-bromo-pyrimidin-2-yl)-amine

5-bromo-2-(2,2,2-trifluoroethoxy)pyrimidine

5-bromopyrimidine-2-thiol

Refernces

• 1、 Fujimoto, Teppei,Becker, Fabian,Ritter, Tobias. "PhenoFluor: Practical synthesis, new formulation, and deoxyfluorination of heteroaromatics". supporting information. p. 1041 - 1044. Retrieved 2014/11/07.