9H-Purine, 6-chloro-9-[(2-fluorophenyl)methyl]-

Base Information

• Chemical Name: 9H-Purine, 6-chloro-9-[(2-fluorophenyl)methyl]-
• CAS No.: 101155-08-2
• Molecular Formula: C12H8ClFN4
• Molecular Weight: 262.674

Synonyms:

Chemical Property of 9H-Purine, 6-chloro-9-[(2-fluorophenyl)methyl]-

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9H-Purine, 6-chloro-9-[(2-fluorophenyl)methyl]-

There total 4 articles about 9H-Purine, 6-chloro-9-[(2-fluorophenyl)methyl]- 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%

5-Amino-4-chloro-6-(2-fluorobenzylamino)pyrimidine (101155-07-1) + orthoformic acid triethyl ester (122-51-0) → 6-chloro-9-(2-fluorophenylmethyl)-9H-purine (101155-08-2)

Guidance literature:

With ethanesulfonic acid; for 41h; Ambient temperature;

DOI:10.1002/jhet.5570230445

Reference yield:

2-fluorobenzyl chloride (345-35-7) + 6-chloropurine (87-42-3) → 6-chloro-9-(2-fluorophenylmethyl)-9H-purine (101155-08-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2014.07.074

Reference yield:

2-fluorobenzylamine (89-99-6) → 6-chloro-9-(2-fluorophenylmethyl)-9H-purine (101155-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / triethylamine / butan-1-ol / 21 h / Heating

2: 95 percent / ethanesulfonic acid / 41 h / Ambient temperature

With ethanesulfonic acid; triethylamine; In butan-1-ol;

DOI:10.1021/jm00398a019

upstream raw materials:

5-Amino-4-chloro-6-(2-fluorobenzylamino)pyrimidine

orthoformic acid triethyl ester

6-chloropurine

2-fluorobenzylamine

Downstream raw materials:

6-Cyclopropylamino-9-(2-fluorobenzyl)-9H-purine

BW-A 78U

9-(2-Fluorobenzyl)-6-formamido-9H-purine

Refernces

Synthesis of 9-(2-fluorobenzyl)-6-methylamino-9H-purine

10.1002/jhet.5570230445

The research details the synthesis of 9-(2-fluorobenzyl)-6-methylamino-9H-purine (1), a novel anticonvulsant agent with potent activity against maximal electroshock-induced seizures in rats and mice. The study explores nine different synthetic routes to compound 1, utilizing various precursors such as 6-chloro-9-(2-fluorobenzyl)-9H-purine (4), 6-methylaminopurine (5), and 9-(2-fluorobenzyl)-1-methyladeninium iodide (8). Key chemicals involved in the synthesis process include 5-amino-4,6-dichloropyrimidine, 2-fluorobenzylamine, ethanol, triethylamine, ethanesulfonic acid, and triethylorthoformate, among others. The preferred route was found to be the condensation of 5-amino-4,6-dichloropyrimidine with 2-fluorobenzylamine, followed by a series of reactions including alkylation, amination, and rearrangement, ultimately yielding the desired compound 1. The conclusions of the research highlight the efficiency and adaptability of the chosen synthetic route for preparing compound 1 and its analogues from readily available starting materials.

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