2,4-Dimethoxy-6-methylpyrimidine

Base Information

• Chemical Name: 2,4-Dimethoxy-6-methylpyrimidine
• CAS No.: 7781-23-9
• Molecular Formula: C7H10N2O2
• Molecular Weight: 154.169
• European Community (EC) Number: 624-858-6
• NSC Number: 111329
• DSSTox Substance ID: DTXSID00296769
• Nikkaji Number: J1.180.908A
• Wikidata: Q82037519
• Mol file: 7781-23-9.mol

Synonyms:2,4-Dimethoxy-6-methylpyrimidine;7781-23-9;Pyrimidine,2,4-dimethoxy-6-methyl-;NSC111329;SCHEMBL423189;DTXSID00296769;XEWINPXUCNYESQ-UHFFFAOYSA-N;AKOS003678549;NSC-111329;SB55819;2,4-Dimethoxy-6-methylpyrimidine, 97%;AC-33555;BS-24503;CS-0204414;A865153;W-201142

Chemical Property of 2,4-Dimethoxy-6-methylpyrimidine

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 67-71 °C(lit.)
• Refractive Index: 1.491
• Boiling Point: 265.5 °C at 760 mmHg
• Flash Point: 97.3 °C
• PSA: 44.24000
• Density: 1.099 g/cm³
• LogP: 0.80220
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99%, ^*data from raw suppliers

2,4-Dimethoxy-6-methylpyrimidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=NC(=N1)OC)OC

Technology Process of 2,4-Dimethoxy-6-methylpyrimidine

There total 1 articles about 2,4-Dimethoxy-6-methylpyrimidine 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: 3.0%

6-methyl-2-methoxy-4(3H)-pyrimidinone (55996-28-6) + dimethyl sulfate (77-78-1) → 3,6-dimethyluracil (19674-60-3) + 2,4-dimethoxy-6-methylpyrimidine (7781-23-9) + 1,3,6-trimethyluracil (13509-52-9) + 6-methyl-3-methyl-2-methoxy-4-pyrimidinone (94815-76-6)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(99)00736-X

Reference yield: 92.0%

2,4-dimethoxy-6-methylpyrimidine (7781-23-9) + 3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-(phenylmethoxy)aceton (335393-68-5) → 2-benzyloxymethyl-1-(tert-butyl-diphenyl-silanyloxy)-3-(2,6-dimethoxy-pyrimidin-4-yl)-propan-2-ol (475662-24-9)

Guidance literature:

2,4-dimethoxy-6-methylpyrimidine; With n-butyllithium; In tetrahydrofuran; at -50 ℃; for 0.5h;

3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-(phenylmethoxy)aceton; In tetrahydrofuran; for 2h;

DOI:10.1248/cpb.50.1028

Reference yield: 57.8%

2,4-dimethoxy-6-methylpyrimidine (7781-23-9) + 1-(4-fluorophenyl)ethanone (403-42-9) → C15H17FN2O3

Guidance literature:

2,4-dimethoxy-6-methylpyrimidine; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -55 ℃; for 0.5h;

1-(4-fluorophenyl)ethanone; In tetrahydrofuran; n-heptane; ethylbenzene; at -55 ℃; for 3h; Further stages.;

DOI:10.1021/jm0614329

upstream raw materials:

6-methyl-2-methoxy-4(3H)-pyrimidinone

dimethyl sulfate

Downstream raw materials:

2,4-diethoxy-6-methylpyrimidine

1,6-dimethylpyrimidine-2,4(1H,3H)-dione

1,3,6-trimethyluracil

2,4-dihydrazinyl-6-methylpyrimidine

Refernces

A new synthetic route towards the mono-O-protected anti-conformationally constrained pyrimidine acyclic nucleoside.

10.1248/cpb.50.1028

The study focuses on the development of a new synthetic route for the production of mono-O-protected anti-conformationally constrained pyrimidine acyclic nucleosides, which are potentially useful as antiviral and antitumoral agents, as well as tools in molecular biology. The researchers replaced 1,3-dibenzyloxypropan-2-ol with 1-benzyloxy-3(tert-butyldiphenylsilyloxy)propan-2-one (compound 4) as a key building block in the synthesis process. Various chemicals were utilized in this study, including epichlorohydrin, benzyl glycidyl ether, iodine, acetonitrile, water, tert-butylchlorodiphenylsilane, 4-N,N-dimethylaminopyridine (DMAP), pyridinium chlorochromate (PCC), n-butyllithium, tetrahydrofuran, and 2,4-dimethoxy-6-methylpyrimidine, among others. These chemicals served specific purposes in the synthesis process, such as acting as reagents, solvents, catalysts, or protecting groups, and were used in a series of reactions including ring-opening, silylation, oxidation, and dealkylation to achieve the desired nucleoside compounds with improved properties for applications in automated oligonucleotide synthesizers.

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