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

Base Information

• Chemical Name: 4,4'-dimethoxy-2,5'-(1,4-phenylenedi-2,1-ethynediyl)bispyrimidine
• CAS No.: 219915-22-7
• Molecular Formula: C₂₀H₁₄N₄O₂
• Molecular Weight: 342.357
• Mol file: 219915-22-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 4,4'-dimethoxy-2,5'-(1,4-phenylenedi-2,1-ethynediyl)bispyrimidine 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:

5-iodo-4-methoxypyrimidine (219915-13-6) → 4,4'-dimethoxy-2,5'-(1,4-phenylenedi-2,1-ethynediyl)bispyrimidine (219915-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / Et₃N, PdCl₂(PPh₃)2, CuI / 18 h / 60 °C

2: 44 percent / tetrabutylammonium fluoride, CH₃CO₂H / tetrahydrofuran / 0.5 h / 25 °C

3: 1.) n-BuLi, 2.) ZnCl₂, 3.) PdCl₂(PPh₃)2 / 1) THF, hexane, -78 deg C, 30 min; 2) THF, hexane, 0 deg C, 30 min; 3) THF, hexane, reflux, 20 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; acetic acid; triethylamine; zinc(II) chloride; In tetrahydrofuran;

DOI:10.1021/jo981285p

Reference yield:

4-methoxy-5-<(trimethylsilyl)ethynyl>pyrimidine (219915-19-2) → 4,4'-dimethoxy-2,5'-(1,4-phenylenedi-2,1-ethynediyl)bispyrimidine (219915-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / tetrabutylammonium fluoride, CH₃CO₂H / tetrahydrofuran / 0.5 h / 25 °C

2: 1.) n-BuLi, 2.) ZnCl₂, 3.) PdCl₂(PPh₃)2 / 1) THF, hexane, -78 deg C, 30 min; 2) THF, hexane, 0 deg C, 30 min; 3) THF, hexane, reflux, 20 h

With bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; tetrabutyl ammonium fluoride; acetic acid; zinc(II) chloride; In tetrahydrofuran;

DOI:10.1021/jo981285p

Reference yield:

1,4-bromoiodobenzene (589-87-7) → 4,4'-dimethoxy-2,5'-(1,4-phenylenedi-2,1-ethynediyl)bispyrimidine (219915-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / PdCl₂(PPh₃)2, Et₃N, CuI / 24 h / 25 °C

2: 1.) n-BuLi, 2.) ZnCl₂, 3.) PdCl₂(PPh₃)2 / 1) THF, hexane, -78 deg C, 30 min; 2) THF, hexane, 0 deg C, 30 min; 3) THF, hexane, reflux, 20 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; triethylamine; zinc(II) chloride;

DOI:10.1021/jo981285p

upstream raw materials:

5-ethynyl-4-methoxypyrimidine

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

1,4-bromoiodobenzene

2-Ethynyl-4-methoxypyrimidine