4,7-dihydroxy-1-methyl-9-(3-methylphenyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purin-2(1H)-one

Base Information

• Chemical Name: 4,7-dihydroxy-1-methyl-9-(3-methylphenyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purin-2(1H)-one
• CAS No.: 77351-02-1
• Molecular Formula: C₁₆H₁₇N₅O₃
• Molecular Weight: 327.343
• DSSTox Substance ID: DTXSID701118271
• Mol file: 77351-02-1.mol

Synonyms:Oprea1_453878;Oprea1_596195;DTXSID701118271;STK646234;AKOS000576445;AKOS005577231;AKOS030505279;77351-02-1;EU-0067951;SR-01000398330;SR-01000398330-1;7-hydroxy-1-methyl-9-(m-tolyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purine-2,4(1H,3H)-dione;4,7-dihydroxy-1-methyl-9-(3-methylphenyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purin-2(1H)-one;6,7,8,9-Tetrahydro-7-hydroxy-1-methyl-9-(3-methylphenyl)pyrimido[2,1-f]purine-2,4(1H,3H)-dione

Chemical Property of 4,7-dihydroxy-1-methyl-9-(3-methylphenyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purin-2(1H)-one

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 327.13313942
• Heavy Atom Count: 24
• Complexity: 544

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N2CC(CN3C2=NC4=C3C(=O)NC(=O)N4C)O

Technology Process of 4,7-dihydroxy-1-methyl-9-(3-methylphenyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purin-2(1H)-one

There total 2 articles about 4,7-dihydroxy-1-methyl-9-(3-methylphenyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purin-2(1H)-one 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: 36.6%

8-chloro-7-(γ-chloro-β-hydroxypropyl)-3-methylxanthine (77350-94-8) + 1-amino-3-methylbenzene (108-44-1) → 6-Hydroxy-1-methyl-8-m-tolyl-5,6,7,8-tetrahydro-1H-1,3,4b,8,9-pentaaza-fluorene-2,4-dione (77351-02-1)

Guidance literature:

In N,N-dimethyl-formamide; for 5h; Heating;

DOI:10.1007/BF00571034

Reference yield:

3-methyl-8-chloroxanthine (77350-93-7) → 6-Hydroxy-1-methyl-8-m-tolyl-5,6,7,8-tetrahydro-1H-1,3,4b,8,9-pentaaza-fluorene-2,4-dione (77351-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / pyridine / propan-1-ol / 2 h / Heating

2: 36.6 percent / dimethylformamide / 5 h / Heating

With pyridine; In propan-1-ol; N,N-dimethyl-formamide;

DOI:10.1007/BF00571034

upstream raw materials:

8-chloro-7-(γ-chloro-β-hydroxypropyl)-3-methylxanthine

1-amino-3-methylbenzene

3-methyl-8-chloroxanthine