2-Ethynyl-4-methoxypyrimidine

Base Information

• Chemical Name: 2-Ethynyl-4-methoxypyrimidine
• CAS No.: 161489-04-9
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.13534
• European Community (EC) Number: 848-323-3
• Mol file: 161489-04-9.mol

Synonyms:2-ETHYNYL-4-METHOXYPYRIMIDINE;161489-04-9;Pyrimidine, 2-ethynyl-4-methoxy- (9CI);SCHEMBL2232199;AMY2160;YEUPWWFSFTVXRI-UHFFFAOYSA-N;CS-0356356;EN300-7157177;A1-18536;F2167-5054

Chemical Property of 2-Ethynyl-4-methoxypyrimidine

Chemical Property:

• PSA: 35.01000
• LogP: 0.46650
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2-ethynyl-4-methoxypyrimidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=NC=C1)C#C

Technology Process of 2-Ethynyl-4-methoxypyrimidine

There total 2 articles about 2-Ethynyl-4-methoxypyrimidine 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: 85.0%

4-Methoxy-2-<(trimethylsilyl)ethynyl>pyrimidine (161489-00-5) → 2-Ethynyl-4-methoxypyrimidine (161489-04-9)

Guidance literature:

4-Methoxy-2-<(trimethylsilyl)ethynyl>pyrimidine; With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

With potassium carbonate; In tetrahydrofuran; water;

Reference yield:

2-chloro-4-methoxypyrimidine (22536-63-6) → 2-Ethynyl-4-methoxypyrimidine (161489-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / CuI, PdCl₂(PPh₃)4, Et₃N / 12 h / 100 °C

2: 70 percent / CH₃COOH, Bu₄NF / tetrahydrofuran / 0.08 h

With copper(l) iodide; tetrakis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo00110a050

Reference yield: 91.0%

1,4-bromoiodobenzene (589-87-7) + 2-Ethynyl-4-methoxypyrimidine (161489-04-9) → 2-<(4-bromophenyl)ethynyl>-4-methoxypyrimidine (219915-21-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 25 ℃; for 24h;

DOI:10.1021/jo981285p

upstream raw materials:

4-Methoxy-2-<(trimethylsilyl)ethynyl>pyrimidine

2-chloro-4-methoxypyrimidine

Downstream raw materials:

2-<(4-bromophenyl)ethynyl>-4-methoxypyrimidine

4,4'-dimethoxy-2,5'-(1,4-phenylenedi-2,1-ethynediyl)bispyrimidine