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Merck
CN

653233

Sigma-Aldrich

2,4-二氯-5-氟嘧啶

97%

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经验公式(希尔记法):
C4HCl2FN2
CAS号:
分子量:
166.97
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

形式

solid

mp

37-41 °C (lit.)

SMILES字符串

Fc1cnc(Cl)nc1Cl

InChI

1S/C4HCl2FN2/c5-3-2(7)1-8-4(6)9-3/h1H

InChI key

WHPFEQUEHBULBW-UHFFFAOYSA-N

应用

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.

象形图

CorrosionExclamation mark

警示用语:

Danger

危险声明

危险分类

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1A

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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Practical synthesis of 5-fluoro-2-(piperidin-4-yloxy) pyrimidin-4-amine, a key intermediate in the preparation of potent deoxycytidine kinase inhibitors
Zhang H, et al.
Organic Process Research & Development, 13(4), 807-811 (2009)
Design, synthesis, and biological evaluation of a series of novel AXL kinase inhibitors
Mollard A, et al.
ACS Medicinal Chemistry Letters, 2(12), 907-912 (2011)
Optimization of 2, 4-diamino-5-fluoropyrimidine derivatives as protein kinase C theta inhibitors with mitigated time-dependent drug-drug interactions and P-gp liability
Kunikawa S, et al.
Bioorganic & Medicinal Chemistry, 23(13), 3269-3277 (2015)
Ignacio Aliagas-Martin et al.
Journal of medicinal chemistry, 52(10), 3300-3307 (2009-05-01)
The two major Aurora kinases carry out critical functions at distinct mitotic stages. Selective inhibitors of these kinases, as well as pan-Aurora inhibitors, show antitumor efficacy and are now under clinical investigation. However, the ATP-binding sites of Aurora A and
Facile and regioselective synthesis of novel 2, 4-disubstituted-5-fluoropyrimidines as potential kinase inhibitors
Wada H, et al.
Tetrahedron Letters, 53(14), 1720-1724 (2012)

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