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

Base Information

• Chemical Name: 5-benzyl-6-bromo-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile
• CAS No.: 942586-12-1
• Molecular Formula: C₁₅H₁₁BrN₄O₂
• Molecular Weight: 359.182
• Mol file: 942586-12-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 5-benzyl-6-bromo-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: 90.0%

5-benzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-11-0) → 5-benzyl-6-bromo-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-12-1)

Guidance literature:

With bromine; In acetic acid; at 45 ℃; for 18h;

DOI:10.1016/j.bmcl.2012.01.109

Reference yield:

1-benzyl-3-(3-benzyl-ureido)-4-cyano-1H-pyrrole-2-carboxylic acid ethyl ester (942586-07-4) → 5-benzyl-6-bromo-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-12-1)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: boron tribromide / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux

4: bromine / acetic acid / 18 h / 45 °C

With bromine; sodium methylate; boron tribromide; potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.01.109

Reference yield:

3,5-dibenzyl-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-10-9) → 5-benzyl-6-bromo-1-methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile (942586-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: boron tribromide / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux

2: bromine / acetic acid / 18 h / 45 °C

With bromine; boron tribromide; In 5,5-dimethyl-1,3-cyclohexadiene; acetic acid;

DOI:10.1016/j.bmcl.2012.01.109

upstream raw materials:

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

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

1-benzyl-3-(3-benzyl-ureido)-4-cyano-1H-pyrrole-2-carboxylic acid ethyl ester

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

Downstream raw materials:

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

5-benzyl-6-bromo-3-(2-(3-(methoxy)phenyl)-2-oxoethyl)-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

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