Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

653233

Sigma-Aldrich

2,4-Dichloro-5-fluoropyrimidine

97%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C4HCl2FN2
CAS Number:
2927-71-1
Molecular Weight:
166.97
MDL number:
MFCD00233551
UNSPSC Code:
12352100
PubChem Substance ID:
24883938
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

37-41 °C (lit.)

SMILES string

Fc1cnc(Cl)nc1Cl

InChI

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

InChI key

WHPFEQUEHBULBW-UHFFFAOYSA-N

Related Categories

Application

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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314,H317

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

222.8 °F - closed cup

Flash Point(C)

106 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service