2-Ethynylpyrimidine

Base Information

• Chemical Name: 2-Ethynylpyrimidine
• CAS No.: 37972-24-0
• Molecular Formula: C6H4N2
• Molecular Weight: 104.111
• Hs Code.: 2933599090
• ChEMBL ID: CHEMBL4561532
• DSSTox Substance ID: DTXSID50498377
• Nikkaji Number: J2.154.447G
• Wikidata: Q82348382
• Mol file: 37972-24-0.mol

Synonyms:2-ETHYNYLPYRIMIDINE;37972-24-0;MFCD10698134;Pyrimidine, 2-ethynyl-;PYRIMIDINE, 2-ETHYNYL- (9CI);2-Ethynylpyrimidine, 97%;SCHEMBL1324980;2-Ethynylpyrimidine, AldrichCPR;CHEMBL4561532;DTXSID50498377;BMNUHRHTDNKJII-UHFFFAOYSA-N;AMY22984;AKOS006302959;AB61370;CS-W019045;DS-12315;SY110651;EN300-133909;A873966;J-509348

Chemical Property of 2-Ethynylpyrimidine

Chemical Property:

• Vapor Pressure: 0.112mmHg at 25°C
• Melting Point: 96.5°C
• Refractive Index: 1.544
• Boiling Point: 228.206 °C at 760 mmHg
• PKA: -0.58±0.13(Predicted)
• Flash Point: 103.588 °C
• PSA: 12.89000
• Density: 1.117 g/cm³
• LogP: 1.37130
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 104.037448136
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Ethynylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=NC=CC=N1

Technology Process of 2-Ethynylpyrimidine

There total 7 articles about 2-Ethynylpyrimidine 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: 68.8%

2-((trimethylsilyl)ethynyl)pyrimidine (193631-86-6) → 2-ethynylpyrimidine (37972-24-0)

Guidance literature:

With N,N,N-tributylbutan-1-aminium fluoride; In tetrahydrofuran; for 0.05h;

Reference yield: 45.0%

2-[(tripropan-2-ylsilyl)ethynyl]pyrimidine → 2-ethynylpyrimidine (37972-24-0)

Guidance literature:

With tetrabutyl ammonium fluoride; silica gel; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c5md00152h

Reference yield: 4.0%

2-bromopyrimidine (4595-60-2) + 2-methyl-but-3-yn-2-ol (115-19-5) → 2-ethynylpyrimidine (37972-24-0)

Guidance literature:

2-bromopyrimidine; 2-methyl-but-3-yn-2-ol; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In diethylamine; at 20 ℃; for 15h;

With sodium hydroxide; In toluene; for 1h; Heating;

DOI:10.1002/ejoc.200400534

upstream raw materials:

1,1,3,3-tetraphenyl-1-propene

2-bromopyrimidine

2-methyl-but-3-yn-2-ol

2-((trimethylsilyl)ethynyl)pyrimidine

Downstream raw materials:

4-(pyrimidin-2-yl)phenol

3-ethoxy-4-(pyrimidin-2-yl)phenol

C₁₆H₁₅N₅O₂

C₁₆H₁₅N₅O₂

Refernces

• 1、 Shvartsberg et al.. "". . . Retrieved 1978.
• 2、 Keeley,ábrányi-Balogh,Keseru. "Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors". supporting information. p. 263 - 267. Retrieved 2019/03/05.
• 3、 -. "PYRAZOLE DERIVATIVES". Page/Page column 18. . Retrieved 2017/08/01.