2,4-Dichloro-5-ethylpyrimidine

Base Information

• Chemical Name: 2,4-Dichloro-5-ethylpyrimidine
• CAS No.: 34171-40-9
• Molecular Formula: C6H6Cl2N2
• Molecular Weight: 177.033
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID50434093
• Wikidata: Q72466137
• Mol file: 34171-40-9.mol

Synonyms:2,4-dichloro-5-ethylpyrimidine;34171-40-9;Pyrimidine, 2,4-dichloro-5-ethyl-;MFCD11040247;2,4-dichloro-5-ethyl-pyrimidine;ethyl 2,4-dichloropyrimidine;SCHEMBL4579208;DTXSID50434093;YFYFVWTWMBQHOH-UHFFFAOYSA-N;AKOS006308061;CS-W005213;SB57703;AS-19651;SY037670;2,4-dichloro-5-ethylpyrimidine, AldrichCPR;EN300-6745883;A875085;Z1198305337

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

Chemical Property:

• Boiling Point: 246℃
• PKA: -2.50±0.29(Predicted)
• Flash Point: 126℃
• PSA: 25.78000
• Density: 1.335
• LogP: 2.34580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.9908036
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99%, ^*data from raw suppliers

2,4-Dichloro-5-ethylpyrimidine ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CN=C(N=C1Cl)Cl
• Uses: 2,4-Dichloro-5-ethylpyrimidine is a reactant used for the synthesis of pyrimidine derivatives as inhibitors of dipeptidyl peptidase IV, TBK1/IKKε kinases, and as an inhibitor of a hedgehog signaling pathway.

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

There total 4 articles about 2,4-Dichloro-5-ethylpyrimidine 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: 100.0%

5-ethyluracil (4212-49-1) → 2,4-dichloro-5-ethylpyrimidine (34171-40-9)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; at 120 ℃; for 5h;

Reference yield:

2-formyl-butyric acid methyl ester (63857-18-1) → 2,4-dichloro-5-ethylpyrimidine (34171-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; methanol / Reflux

2: trichlorophosphate; N-ethyl-N,N-diisopropylamine / 90 °C

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2012.09.063

Reference yield:

5-ethyl-2-thiouracil (34171-37-4) → 2,4-dichloro-5-ethylpyrimidine (34171-40-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; at 90 ℃;

DOI:10.1016/j.bmcl.2012.09.063

upstream raw materials:

5-ethyluracil

2-formyl-butyric acid methyl ester

5-ethyl-2-thiouracil

Downstream raw materials:

cyclobutanecarboxylic acid {3-[5-ethyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide

Refernces

• 1、 -. "Indole pyrimidine compound as well as synthesis method and application thereof". Paragraph 0052-0055. . Retrieved 2021/07/21.
• 2、 Zhang, Zhiyuan,Wallace, Michael B.,Feng, Jun,Stafford, Jeffrey A.,Skene, Robert J.,Shi, Lihong,Lee, Bumsup,Aertgeerts, Kathleen,Jennings, Andy,Xu, Rongda,Kassel, Daniel B.,Kaldor, Stephen W.,Navre, Marc,Webb, David R.,Gwaltney, Stephen L.. "Design and synthesis of pyrimidinone and pyrimidinedione inhibitors of dipeptidyl peptidase IV". scheme or table. p. 510 - 524. Retrieved 2011/03/20.