2,6-dichloro-9-methyl-9H-purine

Base Information

• Chemical Name: 2,6-dichloro-9-methyl-9H-purine
• CAS No.: 2382-10-7
• Molecular Formula: C6H4Cl2N4
• Molecular Weight: 203.031
• Hs Code.: 2933990090
• European Community (EC) Number: 811-974-9
• DSSTox Substance ID: DTXSID30364849
• Nikkaji Number: J2.014.003H
• Wikidata: Q72466857
• Mol file: 2382-10-7.mol

Synonyms:2,6-dichloro-9-methyl-9H-purine;2382-10-7;2,6-dichloro-9-methylpurine;9H-Purine, 2,6-dichloro-9-methyl-;MFCD00278778;SCHEMBL183035;DTXSID30364849;9-methyl-2,6-dichloro-9H-purine;AKOS015902201;AB05912;CS-W000377;GS-3812;SY008423;AM20090261;FT-0707091;2,6-Dichloro-9-methyl-9H-purine, AldrichCPR;EN300-316924;AC-907/34126017;J-015228;J-507438;W-204264;Z1269241610

Chemical Property of 2,6-dichloro-9-methyl-9H-purine

Chemical Property:

• Vapor Pressure: 0.000733mmHg at 25°C
• Melting Point: 152-153℃
• Boiling Point: 307.2oC at 760 mmHg
• PKA: -0.90±0.10(Predicted)
• Flash Point: 139.6oC
• PSA: 43.60000
• Density: 1.76g/cm3
• LogP: 1.67010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 201.9813015
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

2,6-DICHLORO-9-METHYLPURINE ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC2=C1N=C(N=C2Cl)Cl
• Uses: 2,6-DICHLORO-9-METHYLPURINE acts as a reagent in the synthesis of highly selective inhibitors of PI3K-δ used in the treatment of inflammatory diseases such as leukocyte related illnesses.

Technology Process of 2,6-dichloro-9-methyl-9H-purine

There total 10 articles about 2,6-dichloro-9-methyl-9H-purine 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: 89.0%

2,6 dichloropurine (5451-40-1) + methyl iodide (74-88-4) → 2,6-dichloro-9-methyl-9H-purine (2382-10-7)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In water; acetonitrile; at 60 ℃; for 0.5h; Microwave irradiation; Sealed tube;

DOI:10.1002/jhet.4407

Reference yield: 82.0%

methyl bromide (74-83-9) + 2,6 dichloropurine (5451-40-1) → 2,6-dichloro-9-methyl-9H-purine (2382-10-7)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In water; acetonitrile; at 60 ℃; for 0.5h; Microwave irradiation; Sealed tube;

DOI:10.1002/jhet.4407

Reference yield: 66.0%

2,6 dichloropurine (5451-40-1) + methyl iodide (74-88-4) → 2,6-dichloro-9-methyl-9H-purine (2382-10-7) + 2,6-dichloro-7-methylpurine (2273-93-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 70h;

upstream raw materials:

9-methylxanthine

2,6 dichloropurine

methyl iodide

2,6-dichloro-7H-purine

Downstream raw materials:

2-(4-fluoro-2-methyl-phenyl)-9-methyl-6-methylsulfanyl-9H-purine

2-(4-fluoro-2-methyl-phenyl)-6-methanesulfonyl-9-methyl-9H-purine

[2-(4-fluoro-2-methyl-phenyl)-9-methyl-9H-purin-6-yl]-phenyl-amine

[2-(4-fluoro-2-methyl-phenyl)-9-methyl-9H-purin-6-yl]-(4-fluoro-phenyl)-amine

Refernces

• 1、 Vinuesa, Arturo,Vi?as, Miquel,Jahani, Daniel,Ginard, Jaume,Mur, Nuria,Pujol, Maria Dolors. "Regioselective alkylation reaction of purines under microwave irradiation". . p. 597 - 602. Retrieved 2021/12/22.
• 2、 -. "Purine derivative free radical precursor molecule and preparation method thereof". Paragraph 0046-0048. . Retrieved 2019/05/08.