N-Benzyl-2-chloro-9H-purin-6-amine

Base Information

• Chemical Name: N-Benzyl-2-chloro-9H-purin-6-amine
• CAS No.: 39639-47-9
• Molecular Formula: C12H10ClN5
• Molecular Weight: 259.698
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80444807
• Nikkaji Number: J810.472G
• Wikidata: Q72440580
• ChEMBL ID: CHEMBL90707
• Mol file: 39639-47-9.mol

Synonyms:N-BENZYL-2-CHLORO-9H-PURIN-6-AMINE;39639-47-9;N-benzyl-2-chloro-7H-purin-6-amine;6-benzylamino-2-chloropurine;CHEMBL90707;2-chloro-N-(phenylmethyl)-1H-purin-6-amine;2-chloro-6-benzylaminopurine;SCHEMBL1216376;DTXSID80444807;IJKBYBPPNNHJSF-UHFFFAOYSA-N;BCP31748;CS-M0066;BDBM50290559;MFCD09701466;2-Chloro-N-benzyl-9H-purin-6-amine;AKOS025401893;AC-26949;Benzyl-(2-chloro-9H-purin-6-yl)-amine;DS-10656;FT-0769891;C75010;EN300-3262897;SR-01000645610;SR-01000645610-1;N-Benzyl-2-chloro-9H-purin-6-amine;2-Chloro-N-(phenylmethyl)-1H-purin-6-amine

Chemical Property of N-Benzyl-2-chloro-9H-purin-6-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 239-241℃
• Refractive Index: 1.765
• Boiling Point: 509.699 °C at 760 mmHg
• Flash Point: 262.057 °C
• PSA: 66.49000
• Density: 1.495 g/cm³
• LogP: 2.69140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform, DMSO, Ethyl Acetate
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 259.0624730
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-N-(phenylmethyl)-1H-purin-6-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=NC(=NC3=C2NC=N3)Cl
• Uses: 2-Chloro-N-(phenylmethyl)-1H-purin-6-amine is an intermediate in the synthesis of Olomoucine (O567000), a purine derivative which inhibits cyclin-dependent kinases and induces G1 arrest.

Technology Process of N-Benzyl-2-chloro-9H-purin-6-amine

There total 12 articles about N-Benzyl-2-chloro-9H-purin-6-amine 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%

benzylamine (100-46-9) + 2,6-dichloro-7H-purine (5451-40-1) → 2-chloro-6-benzylaminopurine (39639-47-9)

Guidance literature:

With triethylamine; In butan-1-ol; at 60 ℃; for 0.25h;

DOI:10.1016/j.bmcl.2011.05.019

Reference yield: 95.0%

2,6 dichloropurine (5451-40-1) + benzylamine (100-46-9) → N6-benzyl-2-chloroadenine (39639-47-9)

Guidance literature:

With triethylamine; In butan-1-ol; at 110 ℃; for 3h; Large scale reaction;

DOI:10.1021/op800284k

Reference yield: 88.0%

benzylamine (100-46-9) + 2,6-dichloro-7H-purine (5451-40-1) → N6-benzyl-2-chloroadenine (39639-47-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethanol; at 50 ℃; for 72h; Inert atmosphere;

upstream raw materials:

2,6 dichloropurine

benzylamine

adenine 1-oxide

hypoxanthine 1-N-oxide

Downstream raw materials:

N-benzyl-9-butyl-2-chloro-9H-purin-6-amine

N-benzyl-2-chloro-9-cyclopentyl-9H-purin-6-amine

C₁₉H₁₆ClN₅

2-chloro-6-benzylamino-9-(1-benzyl-1H-1,2,3-triazol-4-yl-methyl)purine

Refernces

• 1、 Cheng, Chunhui,Ullah, Sadeeq,Yuan, Qipeng,Yun, Fan. "Design, synthesis and biological evaluation of novel histone deacetylase1/2 (HDAC1/2) and cyclin-dependent Kinase2 (CDK2) dual inhibitors against malignant cancer". . . Retrieved 2020/04/29.
• 2、 -. "2. 6, 9 - Trisubstituted purine derivatives and its preparation method and application (by machine translation)". Paragraph 0132; 0133. . Retrieved 2018/10/11.