ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Base Information

Chemical Name:ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
CAS No.:1269028-89-8
Molecular Formula:C₂₂H₂₃F₃N₂O₄
Molecular Weight:436.431
Hs Code.:

Synonyms:ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

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Chemical Property of ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

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Technology Process of ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

There total 14 articles about ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-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: 97.0%

: 6226-25-1
2,2,2-trifluoroethyl trifluoromethanesulphonate

: 1269028-88-7
ethyl 5-(benzyloxy)-6-ethyl-3-hydroxy-1-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

: 1269028-89-8
ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2015.05.036

Reference yield: 97.0%

: 1269028-89-8
ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Guidance literature:

Reference yield:

: 1269028-78-5
ethyl 5-ethyl-6-oxo-1,6-dihydropyridine-2-carboxylate

: 1269028-89-8
ethyl 5-(benzyloxy)-6-ethyl-1-methyl-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[3,2-b]pyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

2.1: silver carbonate / toluene / 2 h / 40 °C

3.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 22 h / 100 °C / Inert atmosphere

4.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C

5.1: tert-butyl alcohol / 18 h / 90 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C

6.2: 2 h / 0 °C

7.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 110 °C

8.1: sodium ethanolate / ethanol / 1 h / 20 °C

9.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; water; sodium ethanolate; caesium carbonate; N-ethyl-N,N-diisopropylamine; silver carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/j.bmc.2015.05.036