2,4-Dichloro-5-fluoropyrimidine

Base Information

• Chemical Name: 2,4-Dichloro-5-fluoropyrimidine
• CAS No.: 2927-71-1
• Molecular Formula: C4HCl2FN2
• Molecular Weight: 166.97
• Hs Code.: 29335990
• European Community (EC) Number: 625-810-7
• NSC Number: 70442
• DSSTox Substance ID: DTXSID00290702
• Nikkaji Number: J526.210K
• Wikidata: Q72466336
• Mol file: 2927-71-1.mol

Synonyms:2,4-Dichloro-5-fluoropyrimidine;2927-71-1;5-fluoro-2,4-dichloropyrimidine;2,4-dichloro-5-fluoro-pyrimidine;C4HCl2FN2;PYRIMIDINE, 2,4-DICHLORO-5-FLUORO-;MFCD00233551;2,4-dichloro-5-fluoro pyrimidine;2 pound not4-Dichloro-5-fluoropyrimidine;NSC70442;NCIOpen2_000539;SCHEMBL190657;2,4-dichloro-5fluoropyrimidine;2,4dichloro-5-fluoropyrimidine;2,4-Dichloro-5-fluoropyrmidine;5-fluoro-2,6-dichloropyrimidine;2.4-Dichloro-5-fluoropyrimidine;DTXSID00290702;5-fluoro-2,4-dichloro-pyrimidine;BCP27469;BBL028442;NSC 70442;NSC-70442;STK783765;AKOS002665246;AB05035;AC-2990;CS-W008648;GS-6791;2,4-Dichloro-5-fluoropyrimidine, 97%;2,6-DICHLORO-5-FLUOROPYRIMIDINE;SY003504;AM20090386;D3374;FT-0630162;FT-0699076;EN300-25797;W-202221;F2108-0226;Z217688316

Chemical Property of 2,4-Dichloro-5-fluoropyrimidine

Chemical Property:

• Appearance/Colour: yellow to orange crystalline solid
• Vapor Pressure: 0.148mmHg at 25°C
• Melting Point: 37-41 °C(lit.)
• Refractive Index: 1.531
• Boiling Point: 222.8 °C at 760 mmHg
• PKA: -3.96±0.29(Predicted)
• Flash Point: 88.6 °C
• PSA: 25.78000
• Density: 1.605 g/cm³
• LogP: 1.92250
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Sensitive.: Moisture Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 165.9500816
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

5-Fluoro-2,4-dichloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 36/37/38-34-22
• Safety Statements: 26-36-37/39-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=NC(=N1)Cl)Cl)F
• Uses: 2,4-Dichloro-5-fluoropyrimidine is used in the synthesis of two glucuronic derivatives of 5-fluorouracil as neoplasm inhibitors. It is used in the synthesis of two glucuronic derivatives of 5-fluorouracil as neoplasm inhibitors. 2,4-Dichloro-5-fluoropyrimidine can be used as a starting material to synthesize: 5-fluoropyrimidine-2-carboxamides and 5-fluoropyrimidine-4-carboxamides as potential kinase inhibitors. A series of 2,4-diamino-5-fluoropyrimidine derivatives as potential protein kinase Cθ inhibitors. 2,4-Bisanilinopyrimidine derivatives as potential aurora kinases inhibitors. 5-fluoro-N,N-bis(4-methoxyphenyl)-2,4-pyrimidinediamine by reacting with p-methoxy aniline in the presence of DIPEA. 2-chloro-5-fluoro-4-(4-fluorophenyl)pyrimidine by Suzuki coupling reaction in the presence of (4-fluorophenyl)boronic acid triphenylphosphine, and palladium(II) acetate catalyst. 5-fluoro-2-(piperidin-4-yloxy)pyrimidin-4-amine, a scaffold, which is used in the preparation of potent deoxycytidine kinase inhibitors.

Technology Process of 2,4-Dichloro-5-fluoropyrimidine

There total 6 articles about 2,4-Dichloro-5-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: 98.0%

5-fluoro-2,4-dimethoxypyrimidine (4330-22-7) → 2,4-dichloro-5-fluoropyrimidine (2927-71-1)

Guidance literature:

5-fluoro-2,4-dimethoxypyrimidine; With thionyl chloride; In chloroform; at 0 ℃; for 0.5h; UV-irradiation;

With chlorine; In chloroform; at 20 ℃; for 12h; Solvent; Wavelength; UV-irradiation;

Reference yield: 95.0%

5-fluoropyrimidine-2,4-diol (51-21-8) → 2,4-dichloro-5-fluoropyrimidine (2927-71-1)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-aniline; at 100 ℃; for 13h; Inert atmosphere; Large scale;

Reference yield: 94.0%

5-fluorouracil (51-21-8) → 2,4-dichloro-5-fluoropyrimidine (2927-71-1)

Guidance literature:

With dimethyl amine; trichlorophosphate; at 95 - 120 ℃; for 4h;

upstream raw materials:

5-fluorouracil

5-fluoropyrimidine-2,4-diol

2,4,6-trichloro-5-fluoropyrimidine

ethyl bromide

Downstream raw materials:

2-chloro-5-fluoro-4-piperidin-1-yl-pyrimidine

2-Chloro-10-(toluene-4-sulfonyl)-pyrimido[4,5-b]indolizine

2-chloro-5-fluoro-4-methoxy-pyrimidine

2-chloro-4-benzyloxy-5-fluoropyrimidine

Refernces

• 1、 -. "Triazole-modified 5-fluoro -2,4- pyrimidine diamine compound and application thereof (by machine translation)". Paragraph 0100-0102. . Retrieved 2020/06/02.
• 2、 -. "Preparation method of chloro-substituted polyhydroxy aza-aromatic ring compound (by machine translation)". Paragraph 0019; 0020; 0021-0024. . Retrieved 2019/10/01.