4,6-DIMETHYL-2-(4-METHOXYPHENYL)PYRIMIDINE

Base Information

• Chemical Name: 4,6-DIMETHYL-2-(4-METHOXYPHENYL)PYRIMIDINE
• CAS No.: 154499-87-3
• Molecular Formula: C13H14N2O
• Molecular Weight: 214.26300
• Mol file: 154499-87-3.mol

Synonyms:2-(p-methoxyphenyl)-4,6-dimethylpyrimidine;2-(4-Methoxy-phenyl)-4,6-dimethyl-pyrimidin;2-(4-Methoxy-phenyl)-4,6-dimethyl-pyrimidine;4,6-dimethyl-2-(p-anisyl)pyrimidine;

Chemical Property of 4,6-DIMETHYL-2-(4-METHOXYPHENYL)PYRIMIDINE

Chemical Property:

• Boiling Point: 264.5±32.0 °C(Predicted)
• PKA: 2.92±0.30(Predicted)
• PSA: 35.01000
• Density: 1.083±0.06 g/cm3(Predicted)
• LogP: 2.76900

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,6-DIMETHYL-2-(4-METHOXYPHENYL)PYRIMIDINE

There total 10 articles about 4,6-DIMETHYL-2-(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: 95.0%

4-methoxyphenylzinc chloride (93296-09-4) + 4,6-dimethyl-2-meraptopyrimidine (22325-27-5,131321-42-1) → 4,6-bis-methyl-2-(4'-methoxyphenyl)pyrimidine (154499-87-3)

Guidance literature:

4,6-dimethyl-2-meraptopyrimidine; With methylzinc chloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

4-methoxyphenylzinc chloride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

In toluene; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.7b03145

Reference yield: 89.0%

acetylacetone (123-54-6,81235-32-7) + N,N,N'-tris-(trimethylsilyl)-4-methoxybenzamidine → 4,6-bis-methyl-2-(4'-methoxyphenyl)pyrimidine (154499-87-3)

Guidance literature:

With N,N-dimethylammonium chloride; In pyridine; for 24h; Heating;

DOI:10.1002/jhet.5570390542

Reference yield: 88.0%

2-(4-methoxybenzylthio)-4,6-dimethylpyrimidine (321680-94-8) + 4-methoxyphenylboronic acid (5720-07-0) → 4,6-bis-methyl-2-(4'-methoxyphenyl)pyrimidine (154499-87-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; In tetrahydrofuran; at 120 ℃; for 1h; Microwave irradiation;

DOI:10.1021/jo102089h

upstream raw materials:

1-bromo-4-methoxy-benzene

4,6-dimethylpyrimidin-2-yl trifluoromethanesulfonate

acetylacetone

4-methoxybenzonitrile

Downstream raw materials:

4-(4,6-dimethyl-pyrimidin-2-yl)-phenol

2-(p-methoxyphenyl)-pyrimidine-4,6-dicarbaldehyde

2-(p-methoxyphenyl)-pyrimidine-4,6-dicarbaldehydebis(2-pyridyl hydrazone)

Refernces

• 1、 Modha, Sachin G.,Trivedi, Jalpa C.,Mehta, Vaibhav P.,Ermolat'ev, Denis S.,Van Der Eyckens, Erik V.. "An expeditious route toward pyrazine-containing nucleoside analogues". supporting information; experimental part. p. 846 - 856. Retrieved 2011/04/17.
• 2、 Ghosh, Usha,Katzenellenbogen, John A.. "A convenient method for the preparation of highly substituted 1101 pyrimidines: Synthesis of tri- and tetra-subsituted pyrimidines from 1,3-dicarbonyl compounds and N,N,N′-tris-(trimethylsilyl)amidines". . p. 1101 - 1104. Retrieved 2007/10/03.