4-(4-Methoxyphenyl)-2-(methylthio)pyrimidine

Base Information

• Chemical Name: 4-(4-Methoxyphenyl)-2-(methylthio)pyrimidine
• CAS No.: 148990-17-4
• Molecular Formula: C12 H12N2OS
• Molecular Weight: 232.306
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID50384867
• Nikkaji Number: J2.315.192H
• Wikidata: Q82177272
• Mol file: 148990-17-4.mol

Synonyms:4-(4-methoxyphenyl)-2-(methylthio)pyrimidine;148990-17-4;4-(4-methoxyphenyl)-2-(methylsulfanyl)pyrimidine;4-(4-methoxyphenyl)-2-methylsulfanylpyrimidine;Maybridge3_003675;Pyrimidine, 4-(4-methoxyphenyl)-2-(methylthio)-;DTXSID50384867;CHEBI:183355;HMS1441H01;YFA99017;MFCD00097915;AKOS022171935;SB60568;IDI1_015062;CS-0150404;2-(Methylthio)-4-(4-methoxyphenyl)pyrimidine;4-(4-methoxyphenyl)-2-methylsulanylpyrimidine;N10398;BRD-K45339431-001-01-1

Chemical Property of 4-(4-Methoxyphenyl)-2-(methylthio)pyrimidine

Chemical Property:

• PSA: 60.31000
• LogP: 2.87410
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 232.06703418
• Heavy Atom Count: 16
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Methoxyphenyl)-2-(methylthio)pyrimidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(4-Methoxyphenyl)-2-(methylthio)pyrimidine

There total 10 articles about 4-(4-Methoxyphenyl)-2-(methylthio)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: 95.0%

4-Chloro-2-methylthiopyrimidine (49844-90-8) + 4-methoxyphenylboronic acid (5720-07-0) → 4-(4-methoxyphenyl)-2-(methylsulfanyl)pyrimidine (148990-17-4)

Guidance literature:

With potassium carbonate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); In water; toluene; for 12h; Heating;

DOI:10.1021/ol060268g

Reference yield: 75.0%

2-Methylthiouracil (5751-20-2,124700-69-2) + 4-methoxyphenylboronic acid (5720-07-0) → 4-(4-methoxyphenyl)-2-(methylsulfanyl)pyrimidine (148990-17-4)

Guidance literature:

2-Methylthiouracil; With triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In 1,4-dioxane; at 20 ℃; for 2h; Inert atmosphere; Sealed tube;

4-methoxyphenylboronic acid; With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; for 4h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0031-1290826

Reference yield: 61.0%

2-chloro-4-(p-methoxyphenyl)pyrimidine (75634-04-7) + sodium thiomethoxide (5188-07-8) → 4-(4-methoxyphenyl)-2-(methylsulfanyl)pyrimidine (148990-17-4)

Guidance literature:

In N,N-dimethyl-formamide; at 50 ℃; for 1h;

upstream raw materials:

4-Chloro-2-methylthiopyrimidine

1-bromo-4-methoxy-benzene

2-methylthio-4-pyrimidinyl triflate

2-chloro-4-(p-methoxyphenyl)pyrimidine

Downstream raw materials:

2,4-bis(4-methoxyphenyl)pyrimidine

2-(benzo[d][1,3]dioxol-5-yl)-4-(4-methoxyphenyl)pyrimidine

2-(3-fluoro-4-methoxyphenyl)-4-(4-methoxyphenyl)pyrimidine

4-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)pyrimidine

Refernces

• 1、 ?erňová, Miroslava,Pohl, Radek,Klepetá?ová, Blanka,Hocek, Michal. "A general regioselective synthesis of 2,4-diarylpyrimidines from 2-thiouracil through two orthogonal cross-coupling reactions". supporting information; experimental part. p. 1305 - 1308. Retrieved 2012/06/30.
• 2、 Guram, Anil S.,Wang, Xiang,Bunel, Emilio E.,Faul, Margaret M.,Larsen, Robert D.,Martinelli, Michael J.. "New catalysts for Suzuki-Miyaura coupling reactions of heteroatom- substituted heteroaryl chlorides". . p. 5104 - 5112. Retrieved 2008/02/07.