4-Chloro-7-(2-fluorobenzyl)-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-Chloro-7-(2-fluorobenzyl)-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 171620-43-2
• Molecular Formula: C13H9ClFN3
• Molecular Weight: 261.68
• DSSTox Substance ID: DTXSID50439689
• Wikidata: Q82255721
• Mol file: 171620-43-2.mol

Synonyms:171620-43-2;4-Chloro-7-(2-fluorobenzyl)-7H-pyrrolo[2,3-d]pyrimidine;7-(2-FLUOROBENZYL)-4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE;4-chloro-7-[(2-fluorophenyl)methyl]pyrrolo[2,3-d]pyrimidine;AB3760;AGN-PC-0N47BI;DTXSID50439689;AXWQENPBOOCORA-UHFFFAOYSA-N;MFCD09909399;AS-44731

Chemical Property of 4-Chloro-7-(2-fluorobenzyl)-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

• PSA: 30.71000
• LogP: 3.27210
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 261.0469032
• Heavy Atom Count: 18
• Complexity: 291

Purity/Quality:

4-Chloro-7-(2-fluorobenzyl)-7H-pyrrolo[2,3-d]pyrimidine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CN2C=CC3=C2N=CN=C3Cl)F

Technology Process of 4-Chloro-7-(2-fluorobenzyl)-7H-pyrrolo[2,3-d]pyrimidine

There total 2 articles about 4-Chloro-7-(2-fluorobenzyl)-7H-pyrrolo[2,3-d]pyrimidine 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: 84.0%

2-fluorobenzyl chloride (345-35-7) + 4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-chloro-7-(2-fluorobenzyl)-7H-pyrrolo<2,3-d>pyrimidine (171620-43-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 20 - 70 ℃; for 18.5h;

DOI:10.1021/jm00019a019

Reference yield:

4-chloro-1H-pyrrolo[2,3-d]pyrimidine (3680-69-1) → 4-chloro-7-(2-fluorobenzyl)-7H-pyrrolo<2,3-d>pyrimidine (171620-43-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃;

DOI:10.1016/j.bmcl.2012.01.015

Reference yield: 53.0%

Cyclopropylamine (765-30-0) + 4-chloro-7-(2-fluorobenzyl)-7H-pyrrolo<2,3-d>pyrimidine (171620-43-2) → Cyclopropyl-[7-(2-fluoro-benzyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

Guidance literature:

In ethanol; for 6h; Heating;

DOI:10.1021/jm00019a019

upstream raw materials:

2-fluorobenzyl chloride

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Downstream raw materials:

C₂₂H₂₂FN₅OS

Refernces

• 1、 Kelley,Davis,McLean,Glen,Soroko,Cooper. "Synthesis and anticonvulsant activity of N-benzylpyrrolo[2,3-d]-, - pyrazolo[3,4-d]-, and -triazolo[4,5-d]pyrimidines: Imidazole ring-modified analogues of 9-(2-fluorobenzyl)-6-(methylamino)-9H-purine". . p. 3884 - 3888. Retrieved 2007/10/03.