9-[m-(hydroxymethyl)phenyl]-6-chloropurine

Base Information

• Chemical Name: 9-[m-(hydroxymethyl)phenyl]-6-chloropurine
• CAS No.: 469887-23-8
• Molecular Formula: C₁₂H₉ClN₄O
• Molecular Weight: 260.683
• Mol file: 469887-23-8.mol

Synonyms:9-[m-(hydroxymethyl)phenyl]-6-chloropurine

Chemical Property of 9-[m-(hydroxymethyl)phenyl]-6-chloropurine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-[m-(hydroxymethyl)phenyl]-6-chloropurine

There total 4 articles about 9-[m-(hydroxymethyl)phenyl]-6-chloropurine 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: 60.0%

6-chloro-7H-purine (87-42-3,111055-92-6) + [3-(hydroxymethyl)phenyl]boronic acid (87199-15-3) → 9-[m-(hydroxymethyl)phenyl]-6-chloropurine (469887-23-8)

Guidance literature:

With 1,10-Phenanthroline; copper diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 72h; regioselective reaction;

DOI:10.1021/jm901240p

Reference yield:

3-aminobenzenemethanol (1877-77-6) → 9-[m-(hydroxymethyl)phenyl]-6-chloropurine (469887-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-diisopropylethylamine / dimethylformamide / 24 h

2: sodium hyposulfite

3: Heating

With sodium thiosulfate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00192-0

Reference yield:

[3-(6-chloro-5-nitro-pyrimidin-4-ylamino)-phenyl]-methanol (469887-19-2) → 9-[m-(hydroxymethyl)phenyl]-6-chloropurine (469887-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hyposulfite

2: Heating

With sodium thiosulfate;

DOI:10.1016/S0960-894X(02)00192-0

upstream raw materials:

orthoformic acid triethyl ester

N⁶-[m-(hydroxymethyl)phenyl]-4-chloro-5-aminopyrimidine

3-aminobenzenemethanol

[3-(6-chloro-5-nitro-pyrimidin-4-ylamino)-phenyl]-methanol

Downstream raw materials:

9-[m-(hydroxymethyl)phenyl]adenine

9-[3-(hydroxymethyl)phenyl]-6-methoxypurine

6-(methylamino)-9-[3-(hydroxymethyl)phenyl]purine

9-[3-(hydroxymethyl)phenyl]purine

Refernces

• 1、 Brakta, Mohamed,Murthy, Devangachinta,Ellis, L'Ouverture,Phadtare, Shashikant. "9-[(Hydroxymethyl)phenyl]adenines: new aryladenine substrates of adenosine deaminase.". . p. 1489 - 1492. Retrieved 2007/10/03.