3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

Base Information

• Chemical Name: 3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile
• CAS No.: 942586-10-9
• Molecular Formula: C₂₂H₁₈N₄O₂
• Molecular Weight: 370.411

Synonyms:3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

Chemical Property of 3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

Chemical Property:

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Technology Process of 3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

There total 3 articles about 3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile 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: 100.0%

3,5-dibenzyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-09-6) + methyl iodide (74-88-4) → 3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-10-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2012.01.109

Reference yield:

ethyl 3-amino-1-benzyl-4-cyano-1H-pyrrole-2-carboxylate (731825-89-1) → 3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 18 h / 20 °C

2: sodium methylate / N,N-dimethyl-formamide / 4 h / 70 °C

3: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C

With pyridine; sodium methylate; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.01.109

Reference yield:

benzyl isothiocyanate (3173-56-6) → 3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 18 h / 20 °C

2: sodium methylate / N,N-dimethyl-formamide / 4 h / 70 °C

3: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C

With pyridine; sodium methylate; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.01.109

upstream raw materials:

3,5-dibenzyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

methyl iodide

ethyl 3-amino-1-benzyl-4-cyano-1H-pyrrole-2-carboxylate

benzyl isothiocyanate

Downstream raw materials:

5-benzyl-6-bromo-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

4-(5-benzyl-7-cyano-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-6-yl)-piperazine-1-carboxylic acid tert-butyl ester

5-benzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

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