2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide

Base Information

Chemical Name:2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide
CAS No.:1431551-47-1
Molecular Formula:C₂₃H₃₂N₄O₃Si
Molecular Weight:440.618
Hs Code.:

Synonyms:2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide

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Chemical Property of 2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide

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Technology Process of 2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide

There total 3 articles about 2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide 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: 62.0%

: 1350713-64-2
2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropylamide

: 108-39-4
3-methyl-phenol

: 1431551-47-1
2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide

Guidance literature:: With potassium phosphate; palladium diacetate; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; In toluene; at 140 ℃; for 18h; Inert atmosphere; Sealed tube;
DOI:10.1016/j.bmcl.2013.03.015

Reference yield:

: 1185428-34-5
2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo-[2,3-b]pyrazine-7-carbaldehyde

: 1431551-47-1
2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1: aminosulfonic acid; sodium chlorite; potassium dihydrogenphosphate / 1,4-dioxane; water / 2.75 h / 0 - 20 °C

2: HATU / N,N-dimethyl-formamide / 20 °C

3: palladium diacetate; potassium phosphate; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine / toluene / 18 h / 140 °C / Inert atmosphere; Sealed tube

With sodium chlorite; potassium phosphate; potassium dihydrogenphosphate; aminosulfonic acid; palladium diacetate; HATU; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; In 1,4-dioxane; water; N,N-dimethyl-formamide; toluene; 3: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmcl.2013.03.015

Reference yield:

: 1334674-90-6
2-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid

: 1431551-47-1
2-m-tolyloxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1: HATU / N,N-dimethyl-formamide / 20 °C

2: palladium diacetate; potassium phosphate; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine / toluene / 18 h / 140 °C / Inert atmosphere; Sealed tube

With potassium phosphate; palladium diacetate; HATU; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; In N,N-dimethyl-formamide; toluene; 2: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmcl.2013.03.015