1,2-dihydro-2-oxo-Imidazo[1,5-a]pyrimidine-8-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1,2-dihydro-2-oxo-Imidazo[1,5-a]pyrimidine-8-carboxylic acid ethyl ester
• CAS No.: 222292-69-5
• Molecular Formula: C9H9N3O3
• Molecular Weight: 207.19
• Mol file: 222292-69-5.mol

Synonyms:1,2-dihydro-2-oxo-Imidazo[1,5-a]pyrimidine-8-carboxylic acid ethyl ester;Ethyl 2-Hydroxyimidazo[1,5-A]Pyrimidine-8-Carboxylate

Chemical Property of 1,2-dihydro-2-oxo-Imidazo[1,5-a]pyrimidine-8-carboxylic acid ethyl ester

Chemical Property:

• PSA: 76.72000
• LogP: 0.61160

Purity/Quality:

99% ^*data from raw suppliers

ethyl2-hydroxyimidazo[1,5-a]pyrimidine-8-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-dihydro-2-oxo-Imidazo[1,5-a]pyrimidine-8-carboxylic acid ethyl ester

There total 1 articles about 1,2-dihydro-2-oxo-Imidazo[1,5-a]pyrimidine-8-carboxylic acid ethyl ester 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: 37.4%

5-amino-1H-imidazole-4-carboxylic acid ethyl ester (21190-16-9) + 2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxopyrrolidin-1-yloxy)acrylate (222292-65-1) → ethyl 2-oxo-1,2-dihydroimidazo[1,5-a]pyrimidine-8-carboxylate (222292-69-5)

Guidance literature:

With triethylamine; In acetonitrile; at 50 ℃; for 16h;

Reference yield: 52.0%

ethyl 2-oxo-1,2-dihydroimidazo[1,5-a]pyrimidine-8-carboxylate (222292-69-5) → ethyl 2-chloroimidazo[1,5-a]pyrimidine-8-carboxylate (1250998-26-5)

Guidance literature:

With trichlorophosphate; at 120 ℃; for 1h;

Reference yield:

ethyl 2-oxo-1,2-dihydroimidazo[1,5-a]pyrimidine-8-carboxylate (222292-69-5) → ethyl 2-(2-(trifluoromethyl)phenyl)imidazo[1,5-a]pyrimidine-8-carboxylate (1431654-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 1 h / 120 °C

2: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 1 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; trichlorophosphate; In 1,4-dioxane;

upstream raw materials:

5-amino-1H-imidazole-4-carboxylic acid ethyl ester

2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxopyrrolidin-1-yloxy)acrylate

Downstream raw materials:

ethyl 2-chloroimidazo[1,5-a]pyrimidine-8-carboxylate

ethyl 2-(2-(trifluoromethyl)phenyl)imidazo[1,5-a]pyrimidine-8-carboxylate

2-(2-(trifluoromethyl)phenyl)imidazo[1,5-a]pyrimidine-8-carboxylic acid

N-(pyridin-3-yl)-2-(2-(trifluoromethyl)phenyl)imidazo[1,5-a]pyrimidine-8-carboxamide

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