2927-71-1 Usage
Description
2,4-Dichloro-5-fluoropyrimidine is a yellow to orange crystalline solid that serves as a versatile chemical intermediate in the synthesis of various biologically active compounds. It is characterized by the presence of two chlorine atoms at the 2nd and 4th positions and a fluorine atom at the 5th position on the pyrimidine ring.
Uses
Used in Pharmaceutical Industry:
2,4-Dichloro-5-fluoropyrimidine is used as a key intermediate for the synthesis of glucuronic derivatives of 5-fluorouracil, which are neoplasm inhibitors. These derivatives have potential applications in cancer treatment, as they can help inhibit the growth of tumors.
2,4-Dichloro-5-fluoropyrimidine is also used as a starting material for the synthesis of various potential kinase inhibitors, including 5-fluoropyrimidine-2-carboxamides, 5-fluoropyrimidine-4-carboxamides, a series of 2,4-diamino-5-fluoropyrimidine derivatives, and 2,4-bisanilinopyrimidine derivatives. These compounds have potential applications in the development of targeted cancer therapies, as they can inhibit specific enzymes involved in cancer cell proliferation and survival.
Furthermore, 2,4-dichloro-5-fluoropyrimidine is used in the synthesis of 5-fluoro-N,N-bis(4-methoxyphenyl)-2,4-pyrimidinediamine and 2-chloro-5-fluoro-4-(4-fluorophenyl)pyrimidine, which are important intermediates in the development of novel anticancer agents. The former is synthesized by reacting p-methoxy aniline in the presence of DIPEA, while the latter is obtained through a Suzuki coupling reaction using (4-fluorophenyl)boronic acid, triphenylphosphine, and a palladium(II) acetate catalyst.
Additionally, 2,4-dichloro-5-fluoropyrimidine is used in the preparation of 5-fluoro-2-(piperidin-4-yloxy)pyrimidin-4-amine, a scaffold that is employed in the development of potent deoxycytidine kinase inhibitors. These inhibitors have potential applications in the treatment of various types of cancer, as they can disrupt the DNA synthesis and repair mechanisms in cancer cells, leading to cell death.
Flammability and Explosibility
Notclassified
Check Digit Verification of cas no
The CAS Registry Mumber 2927-71-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,2 and 7 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 2927-71:
(6*2)+(5*9)+(4*2)+(3*7)+(2*7)+(1*1)=101
101 % 10 = 1
So 2927-71-1 is a valid CAS Registry Number.
InChI:InChI=1/C4HCl2FN2/c5-3-2(7)1-8-4(6)9-3/h1H
2927-71-1Relevant articles and documents
Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis
Wang, Jian,Li, Yan-Hui,Pan, Song-Cheng,Li, Ming-Fang,Du, Wenting,Yin, Hong,Li, Jing-Hua
supporting information, p. 146 - 153 (2020/03/10)
The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl2 has been effectively performed by refluxing with 5 wt % 4-dimethylaminopyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale.
Triazole-modified 5-fluoro -2,4- pyrimidine diamine compound and application thereof (by machine translation)
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Paragraph 0100-0102, (2020/06/02)
5 - The invention provides a triazole-modified. fluorine - 22224-pyrimidine diamine compound and application thereof, and the compound has a certain inhibition effect (I) on HepG - 2 cell strain, A549 cell strain, HL - 60 cell strain, K - 562 cell strain to provide foundation, for new drug screening and, The preparation method; of the compound, is simple (I) and beneficial to industrial. production. (by machine translation)
Preparation method of chloro-substituted polyhydroxy aza-aromatic ring compound (by machine translation)
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Paragraph 0019; 0020; 0021-0024, (2019/10/01)
The invention discloses a preparation method, namely BTC and SOCl, of a chloropolyhydroxyl aza heteroaromatic ring compound as a raw material with a polyhydroxy aza heteroaromatic ring compound as a raw material, and a preparation method thereof. 2 As the double chlorination reagent, a chloropolyhydroxyl aza-aromatic ring compound is produced by chlorination reaction with 4 - dimethylaminopyridine (DMAP) as a catalyst at room temperature to reflux temperature of the reaction, as a catalyst. BTC TC TC TC2 /DMDMAP chlorination system has high efficiency, high selectivity and chlorine substitution on a polyhydroxy nitrogen heterocyclic compound; the system can replace POCl3 , The production of phosphorus-containing wastewater is avoided. Using BTC as a chlorination reagent, the reaction by-product was HCl and CO. 2 . From the aspects of industrial wastewater treatment, environmental protection and the like, the advantages thereof are obvious; SOCl is distilled off after the reaction is ended. 2 The quantity is almost no loss, can be used repeatedly, and reduces the process cost. (by machine translation)