ETHYL 4-CHLORO-5-METHYLPYRROLO[2,1-F][1,2,4]TRIAZINE-6-CARBOXYLATE

Base Information

• Chemical Name: ETHYL 4-CHLORO-5-METHYLPYRROLO[2,1-F][1,2,4]TRIAZINE-6-CARBOXYLATE
• CAS No.: 427878-41-9
• Molecular Formula: C10H10 Cl N3 O2
• Molecular Weight: 239.661
• Mol file: 427878-41-9.mol

Synonyms:4-Chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylicacid ethyl ester; Ethyl4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate

Chemical Property of ETHYL 4-CHLORO-5-METHYLPYRROLO[2,1-F][1,2,4]TRIAZINE-6-CARBOXYLATE

Chemical Property:

• Refractive Index: 1.633
• PKA: -3.72±0.30(Predicted)
• PSA: 56.49000
• Density: 1.42g/cm3
• LogP: 1.86780
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl4-Chloro-5-methylpyrrolo[1,2-f][1,2,4]triazine-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ETHYL 4-CHLORO-5-METHYLPYRROLO[2,1-F][1,2,4]TRIAZINE-6-CARBOXYLATE

There total 9 articles about ETHYL 4-CHLORO-5-METHYLPYRROLO[2,1-F][1,2,4]TRIAZINE-6-CARBOXYLATE 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%

ethyl 5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylate (427878-70-4) → 4-chloro-5-methyl-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid ethyl ester (427878-41-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In toluene; at 30 - 111 ℃; for 24h;

Reference yield: 99.0%

ethyl 4-hydroxy-5-methylpyrrolo[2,1-f ][1,2,4]-triazine-6-carboxylate (427878-70-4) + phosphorus (III) oxychloride (21295-50-1) → 4-chloro-5-methyl-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid ethyl ester (427878-41-9)

Guidance literature:

With 1,1-diisopropylethylamine; In toluene; at 20 ℃; for 18h; Heating / reflux;

Reference yield: 79.6%

ethyl 4-hydroxy-5-methylpyrrolo[2,1-f ][1,2,4]-triazine-6-carboxylate (427878-70-4) → 4-chloro-5-methyl-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid ethyl ester (427878-41-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In toluene; at 90 ℃; for 24h;

upstream raw materials:

ethyl 5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylate

3-methyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester

1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester

ethyl 4-hydroxy-5-methylpyrrolo[2,1-f ][1,2,4]-triazine-6-carboxylate

Downstream raw materials:

4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid ethyl ester

C₂₅H₂₂F₃N₅O₃

ethyl 4-((5-(methoxycarbamoyl)-2-methylphenyl)-amino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate

4-(1-(3-fluorobenzyl)-1H-indazol-5-ylamino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid

Refernces

• 1、 Shi, Wei,Qiang, Hao,Huang, Dandan,Bi, Xinzhou,Huang, Wenlong,Qian, Hai. "Exploration of novel pyrrolo[2,1-f][1,2,4]triazine derivatives with improved anticancer efficacy as dual inhibitors of c-Met/VEGFR-2". . p. 814 - 831. Retrieved 2018/09/29.
• 2、 Shi, Zhongping,Kiau, Susanne,Lobben, Paul,Hynes Jr., John,Wu, Hong,Parlanti, Luca,Discordia, Robert,Doubleday, Wendel W.,Leftheris, Katerina,Dyckman, Alaric J.,Wrobleski, Stephen T.,Dambalas, Konstantinos,Tummala, Srinivas,Leung, Simon,Lo, Ehrlic. "Development of a practical synthesis of a p38 kinase inhibitor via a safe and robust amination". . p. 1618 - 1625. Retrieved 2013/02/23.