4H-Pyrrolo[2,3-d]pyrimidin-4-one, 1,7-dihydro-2-methyl-5-phenyl-

Base Information

• Chemical Name: 4H-Pyrrolo[2,3-d]pyrimidin-4-one, 1,7-dihydro-2-methyl-5-phenyl-
• CAS No.: 95927-52-9
• Molecular Formula: C13H11N3O
• Molecular Weight: 225.25
• Mol file: 95927-52-9.mol

Synonyms:

Chemical Property of 4H-Pyrrolo[2,3-d]pyrimidin-4-one, 1,7-dihydro-2-methyl-5-phenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4H-Pyrrolo[2,3-d]pyrimidin-4-one, 1,7-dihydro-2-methyl-5-phenyl-

There total 6 articles about 4H-Pyrrolo[2,3-d]pyrimidin-4-one, 1,7-dihydro-2-methyl-5-phenyl- 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: 75.0%

N-(3-cyano-4-phenyl-1H-pyrrol-2-yl)acetamide (54760-14-4) → 2-methyl-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one (95927-52-9)

Guidance literature:

With phosphorus pentaoxide; N,N-dimethyl-cyclohexanamine; water; at 200 ℃; for 3h;

DOI:10.1055/s-1985-31126

Reference yield: 52.0%

4-methoxy-2-methyl-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine → 2-methyl-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one (95927-52-9)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 80 ℃; for 4h;

DOI:10.1055/s-0036-1588443

Reference yield:

4-chloro-5-iodo-2-methyl-7H-pyrrolo[2,3-d]pyrimidine (1060815-92-0) → 2-methyl-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one (95927-52-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2: methanol / 2 h / 100 °C

3: sodium carbonate; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine / methanol; water / 3 h / 100 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride; ethylenediamine / N,N-dimethyl-formamide / 96 h / 50 °C

5: sodium iodide; chloro-trimethyl-silane / acetonitrile / 4 h / 80 °C

With chloro-trimethyl-silane; tetrabutyl ammonium fluoride; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium hydride; sodium carbonate; ethylenediamine; sodium iodide; In methanol; water; N,N-dimethyl-formamide; acetonitrile; 3: |Suzuki-Miyaura Coupling;

DOI:10.1055/s-0036-1588443

upstream raw materials:

N-(3-cyano-4-phenyl-1H-pyrrol-2-yl)acetamide

4-chloro-5-iodo-2-methyl-7H-pyrrolo[2,3-d]pyrimidine

4-chloro-5-iodo-2-methyl-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine

Downstream raw materials:

2-Methyl-5-phenyl-N-propyl-7H-pyrrolo<2,3-d>pyrimidin-4-amine

N-(4-Fluorophenyl)-2-methyl-5-phenyl-7H-pyrrolo<2,3-d>pyrimidin-4-amine

N-(2,6-dimethylphenyl)-2-methyl-5-phenyl-7H-pyrrolo<2,3-d>pyrimidin-4-amine

N,N,2-Trimethyl-5-phenyl-7H-pyrrolo<2,3-d>pyrimidin-4-amine