2-Iodo-9-methyl-9H-purine

Base Information

• Chemical Name: 2-Iodo-9-methyl-9H-purine
• CAS No.: 247193-36-8
• Molecular Formula: C6H5IN4
• Molecular Weight: 294.48
• Mol file: 247193-36-8.mol

Synonyms:2-Iodo-9-methyl-9H-purine

Chemical Property of 2-Iodo-9-methyl-9H-purine

Chemical Property:

• Boiling Point: 450.3±55.0 °C(Predicted)
• PKA: -0.73±0.10(Predicted)
• PSA: 43.60000
• Density: 2.39±0.1 g/cm3(Predicted)
• LogP: 0.96790

Purity/Quality:

≥99% ^*data from raw suppliers

2-Iodo-9-methyl-9H-purine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Iodo-9-methyl-9H-purine

There total 6 articles about 2-Iodo-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: 70.0%

6-chloro-2-iodo-(9H)-purine (18552-90-4) + methyl iodide (74-88-4) → 6-chloro-2-iodo-9-methyl-9H-2-purine (247193-36-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1039/c8md00317c

Reference yield: 59.0%

6-chloro-9-methyl-9H-2-purinylamine (3035-73-2) → 6-chloro-2-iodo-9-methyl-9H-2-purine (247193-36-8)

Guidance literature:

With copper(l) iodide; diiodomethane; isopentyl nitrite; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/jm990499b

Reference yield:

N1-[4-chloro-6-(methylamino)-5-nitro-2-pyrimidinyl]acetamide (232254-95-4) → 6-chloro-2-iodo-9-methyl-9H-2-purine (247193-36-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / H₂ / Raney nickel / methanol / 3.5 h / 20 °C / 760.05 Torr

2: 89 percent / conc. aq. HCl / 16 h / 20 °C

3: 55 percent / 1N aq. HCl / tetrahydrofuran / 1 h / Heating

4: 59 percent / isoamyl nitrite; CH₂I₂; CuI / tetrahydrofuran / 1 h / Heating

With hydrogenchloride; copper(l) iodide; diiodomethane; hydrogen; isopentyl nitrite; nickel; In tetrahydrofuran; methanol;

DOI:10.1021/jm990499b

upstream raw materials:

6-chloro-9-methyl-9H-2-purinylamine

N₁-(6-chloro-9-methyl-9H-2-purinyl)acetamide

N₁-[5-amino-4-chloro-6-(methylamino)-2-pyrimidinyl]acetamide

N₁-[4-chloro-6-(methylamino)-5-nitro-2-pyrimidinyl]acetamide

Downstream raw materials:

1-[2-(6-chloro-9-methyl-9H-2-purinyl)-1-ethynyl]-1-cyclohexanol

(2-chloro-phenyl)-(2-iodo-9-methyl-9H-purin-6-yl)-amine

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

Refernces

• 1、 Harada,Asano,Hoshino,Yoshikawa,Matsukura,Kabasawa,Niijima,Kotake,Watanabe,Kawata,Inoue,Horizoe,Yasuda,Minami,Nagata,Murakami,Nagaoka,Kobayashi,Tanaka,Abe. "2-alkynyl-8-aryl-9-methyladenines as novel adenosine receptor antagonists: Their synthesis and structure-activity relationships toward hepatic glucose production induced via agonism of the A2B receptor". . p. 170 - 179. Retrieved 2007/10/03.