5-Methoxy-4-phenylpyrimidine

Base Information

• Chemical Name: 5-Methoxy-4-phenylpyrimidine
• CAS No.: 114969-93-6
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• DSSTox Substance ID: DTXSID10524626
• Nikkaji Number: J2.241.204C
• Wikidata: Q82391625
• Mol file: 114969-93-6.mol

Synonyms:5-methoxy-4-phenylpyrimidine;114969-93-6;Pyrimidine, 5-methoxy-4-phenyl-;5-methoxy-6-phenylpyrimidine;DTXSID10524626

Chemical Property of 5-Methoxy-4-phenylpyrimidine

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CN=CN=C1C2=CC=CC=C2

Technology Process of 5-Methoxy-4-phenylpyrimidine

There total 3 articles about 5-Methoxy-4-phenylpyrimidine 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: 43.0%

methoxymethyl phenyl ketone (4079-52-1) + formamide (77287-34-4,77287-35-5,60100-09-6) → 5-methoxy-4-phenylpyrimidine (114969-93-6)

Guidance literature:

With toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; at 215 ℃; for 0.222222h; microwave irradiation;

DOI:10.1016/j.tetlet.2005.09.094

Reference yield:

5-bromo-4-phenylpyrimidine (3543-46-2) → 5-methoxy-4-phenylpyrimidine (114969-93-6)

Guidance literature:

With sodium methylate; In methanol; at 120 ℃; for 20h; Yield given; in a sealed tube;

Reference yield:

5-bromo-4-chloro-6-phenylpyrimidine (3438-56-0) → 5-methoxy-4-phenylpyrimidine (114969-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / tosylhydrazine / CHCl₃ / 12 h / Heating

2: sodium methoxide / methanol / 20 h / 120 °C / in a sealed tube

With sodium methylate; toluene-4-sulfonic acid hydrazide; In methanol; chloroform;

upstream raw materials:

5-bromo-4-phenylpyrimidine

methoxymethyl phenyl ketone

formamide

5-bromo-4-chloro-6-phenylpyrimidine

Downstream raw materials:

5-Methoxy-4-phenyl-pyrimidine-2-carbonitrile

5-Methoxy-6-phenyl-pyrimidine-4-carbonitrile

5-methoxy-4-phenyl-pyrimidine 1-oxide