2-Fluoropyrimidine

Base Information

• Chemical Name: 2-Fluoropyrimidine
• CAS No.: 31575-35-6
• Molecular Formula: C4H3FN2
• Molecular Weight: 98.0796
• Hs Code.: 2933599090
• European Community (EC) Number: 835-285-8
• DSSTox Substance ID: DTXSID40185466
• Nikkaji Number: J535.237A
• Wikidata: Q72476864
• NCI Thesaurus Code: C94728
• Mol file: 31575-35-6.mol

Synonyms:2-fluoropyrimidine;31575-35-6;Pyrimidine, 2-fluoro-;2-fluoro-pyrimidine;Pyrimidine, fluoro-;MFCD08059530;fluoropyrimidine;Pyrimidine,2-fluoro-;AMY088;DTXSID40185466;BBL103780;STL557590;AKOS005258968;CS-W018601;SB55512;AS-57144;EN300-194488;A820916;J-509528;Z1255443066

Chemical Property of 2-Fluoropyrimidine

Chemical Property:

• Melting Point: 17-18 °C(Solv: cyclohexane (110-82-7))
• Boiling Point: 197.031 °C at 760 mmHg
• PKA: -1.52±0.13(Predicted)
• Flash Point: 72.962 °C
• PSA: 25.78000
• Density: 1.225 g/cm³
• LogP: 0.61570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 98.02802627
• Heavy Atom Count: 7
• Complexity: 51.7

Purity/Quality:

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

2-Fluoropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1)F
• Recent ClinicalTrials: A Randomized Phase III Study Comparing Maintenance Treatment With Fluoropyrimidine + Bevacizumab Versus Fluoropyrimidine After Induction Chemotherapy for a Metastatic Colorectal Cancer
• Uses: 2-Fluoropyrimidine is used as an efficient reagent in the presence of DIEA for the solid-phase synthesis of N-aryl and N-alkyl-2-pyrimidines.

Technology Process of 2-Fluoropyrimidine

There total 4 articles about 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: 97.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) → 2-fluoropyrimidine (31575-35-6)

Guidance literature:

With hydrogen fluoride; at 50 ℃; for 1h; other aromatic halides, var. temp., also with HF-base systems;

DOI:10.1246/cl.1993.509

Reference yield: 66.0%

C9H8N3(1+)*BF4(1-) → 2-fluoropyrimidine (31575-35-6)

Guidance literature:

With potassium fluoride; In acetonitrile; at 80 ℃;

DOI:10.1038/s41557-021-00812-0

Reference yield: 55.0%

2-aminopyrimidine (109-12-6) → 2-fluoropyrimidine (31575-35-6)

Guidance literature:

With pyridine hydrogenfluoride; sodium nitrite; 1.) O deg C, 20 min, 2.) 25 deg C, 1 h;

DOI:10.1016/0040-4020(95)00867-8

upstream raw materials:

2-chloropyrimidine

2-aminopyrimidine

Downstream raw materials:

Pyrimidin-2(1H)-one

N-[5(S)-3-[3-fluoro-4-[(1α,5α,6α)-6-(pyrimidin-2-yl)amino-3-azabicyclo[3.1.0]hexan-3-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]acetamide

C₁₃H₁₄N₄O

C₁₃H₁₄N₄O

Refernces

• 1、 Ghiazza, Clément,Faber, Teresa,Gómez-Palomino, Alejandro,Cornella, Josep. "Deaminative chlorination of aminoheterocycles". . p. 78 - 84. Retrieved 2021/12/23.
• 2、 Yoneda,Fukuhara. "Facile preparation of aromatic fluorides by deaminative fluorination of aminoarenes using hydrogen fluoride combined with bases". . p. 23 - 36. Retrieved 2007/10/02.