2-Chloro-4-(4-methoxyphenyl)pyrimidine

Base Information

• Chemical Name: 2-Chloro-4-(4-methoxyphenyl)pyrimidine
• CAS No.: 75634-04-7
• Molecular Formula: C11H9 Cl N2 O
• Molecular Weight: 220.658
• Hs Code.: 2933599090
• European Community (EC) Number: 872-652-1
• DSSTox Substance ID: DTXSID70456939
• Nikkaji Number: J1.794.009K
• Wikidata: Q82279574
• Mol file: 75634-04-7.mol

Synonyms:2-chloro-4-(4-methoxyphenyl)pyrimidine;75634-04-7;2-Chloro-4-(4-methoxy-phenyl)-pyrimidine;SCHEMBL212750;DTXSID70456939;TZERORVMIAWOMA-UHFFFAOYSA-N;MFCD09861469;AKOS015947371;SB58353;2-chloro-4-(p-methoxyphenyl)pyrimidine;BS-22878;CS-0211480;EN300-249263;N10558;A838468;Z1258932604

Chemical Property of 2-Chloro-4-(4-methoxyphenyl)pyrimidine

Chemical Property:

• Vapor Pressure: 2.71E-06mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 401.6ºC at 760 mmHg
• Flash Point: 196.7ºC
• PSA: 35.01000
• Density: 1.245g/cm3
• LogP: 2.80560
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.0403406
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-4-(4-methoxyphenyl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NC(=NC=C2)Cl

Technology Process of 2-Chloro-4-(4-methoxyphenyl)pyrimidine

There total 7 articles about 2-Chloro-4-(4-methoxyphenyl)pyrimidine 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: 97.0%

2,6-Dichloropyrimidine (3934-20-1) + 4-methoxyphenylboronic acid (5720-07-0) → 2-chloro-4-(p-methoxyphenyl)pyrimidine (75634-04-7)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; acetonitrile; at 90 ℃; for 16h;

Reference yield: 90.0%

2,6-Dichloropyrimidine (3934-20-1) + 1-bromo-4-methoxy-benzene (104-92-7) → 2-chloro-4-(p-methoxyphenyl)pyrimidine (75634-04-7)

Guidance literature:

1-bromo-4-methoxy-benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.833333h;

With zinc dibromide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

2,6-Dichloropyrimidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Further stages.; Heating;

DOI:10.1039/b205027g

Reference yield: 82.0%

2,6-Dichloropyrimidine (3934-20-1) + 4-methoxyphenylboronic acid (5720-07-0) → 2-(p-methoxyphenyl)-4-chloropyrimidine (68535-54-6) + 2-chloro-4-(p-methoxyphenyl)pyrimidine (75634-04-7)

Guidance literature:

With potassium fluoride; di-μ-bromobis(tri-tert-butylphosphino)dipalladium(I); In tetrahydrofuran; water; at 20 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja209424z

upstream raw materials:

2,6-Dichloropyrimidine

tributyl(thien-2-yl)stannane

(4-methoxyphenyl)zinc(II) bromide

1-bromo-4-methoxy-benzene

Downstream raw materials:

4-(4-methoxyphenyl)-2-(4-methylpiperazino)pyrimidine

Refernces

• 1、 Proutiere, Fabien,Aufiero, Marialuisa,Schoenebeck, Franziska. "Reactivity and stability of dinuclear Pd(I) complexes: Studies on the active catalytic species, insights into precatalyst activation and deactivation, and application in highly selective cross-coupling reactions". supporting information; experimental part. p. 606 - 612. Retrieved 2012/03/07.
• 2、 Anderson, Samantha C.,Handy, Scott T.. "One-pot double Suzuki couplings of dichloropyrimidines". experimental part. p. 2721 - 2724. Retrieved 2010/10/19.