DprE1-IN-2

Base Information

• Chemical Name: DprE1-IN-2
• CAS No.: 1615713-87-5
• Molecular Formula: C₁₉H₂₄N₆O₂
• Molecular Weight: 368.439
• Mol file: 1615713-87-5.mol

Synonyms:

Chemical Property of DprE1-IN-2

Chemical Property:

Purity/Quality:

99%+, ^*data from raw suppliers

DprE1-IN-2 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of DprE1-IN-2

There total 7 articles about DprE1-IN-2 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: 60.0%

1-((6-(dimethylamino)-5-methylpyrimidin-4-yl)methyl)-6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid (1494676-42-4) + ethanolamine (141-43-5) → 1-((6-(dimethylamino)-5-methylpyrimidin-4-yl)methyl)-N-(2-hydroxyethyl)-6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (1615713-87-5)

Guidance literature:

With triethylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1128/AAC.03233-14

Reference yield:

6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid ethyl ester (533910-45-1) → 1-((6-(dimethylamino)-5-methylpyrimidin-4-yl)methyl)-N-(2-hydroxyethyl)-6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (1615713-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / Alkaline conditions; Inert atmosphere

2: lithium hydroxide / methanol; water / 60 °C / Inert atmosphere

3: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; 1-Methylpyrrolidine / Inert atmosphere

With 1-Methylpyrrolidine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; lithium hydroxide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm500571f

Reference yield:

ethyl 3-(dimethylamino)-2-(5-methyl-3-nitropyridin-2-yl)acrylate (533910-51-9) → 1-((6-(dimethylamino)-5-methylpyrimidin-4-yl)methyl)-N-(2-hydroxyethyl)-6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (1615713-87-5)

Guidance literature:

Multi-step reaction with 4 steps

1: iron; acetic acid / 60 °C / Inert atmosphere

2: N,N-dimethyl-formamide / Alkaline conditions; Inert atmosphere

3: lithium hydroxide / methanol; water / 60 °C / Inert atmosphere

4: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; 1-Methylpyrrolidine / Inert atmosphere

With 1-Methylpyrrolidine; iron; acetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; lithium hydroxide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm500571f

upstream raw materials:

6-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid ethyl ester

ethyl 3-(dimethylamino)-2-(5-methyl-3-nitropyridin-2-yl)acrylate

ethyl 2-(5-methyl-3-nitropyridin-2-yl)acetate

2-(5-Methyl-3-nitro-pyridin-2-yl)-malonic acid diethyl ester

Refernces

• 1、 Chatterji, Monalisa,Shandil, Radha,Manjunatha,Solapure, Suresh,Ramachandran, Vasanthi,Kumar, Naveen,Saralaya, Ramanatha,Panduga, Vijender,Reddy, Jitendar,Prabhakar,Sharma, Sreevalli,Sadler, Claire,Cooper, Christopher B.,Mdluli, Khisi,Iyer, Pravin S.,Narayanan, Shridhar,Shirude, Pravin S.. "1,4-azaindole, A potential drug candidate for treatment of tuberculosis". . p. 5325 - 5331. Retrieved 2014/11/08.