6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Base Information

Chemical Name:6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide
CAS No.:1269022-83-4
Molecular Formula:C₂₇H₃₀F₃N₅O₅
Molecular Weight:561.561
Hs Code.:

6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

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Chemical Property of 6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

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Technology Process of 6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

There total 10 articles about 6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide 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: 53.0%

: 1269022-83-4
6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Guidance literature:

Reference yield:

: 1269024-90-9
ethyl 6-ethyl-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

: 1269022-83-4
6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide; water / ethanol / 4.25 h / 20 - 60 °C

2: triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C

With water; benzotriazol-1-ol; triethylamine; sodium hydroxide; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2015.05.036

Reference yield:

: 1186188-51-1
ethyl 4-chloro-6-ethyl-2-oxo-1,2-dihydropyridine-3-carboxylate

: 1269022-83-4
6-ethyl-N-[1-(hydroxyacetyl)piperidin-4-yl]-1-methyl-5-[(phenylcarbonyl)amino]-3-(2,2,2-trifluoroethoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine; palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 5 h / 20 °C

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

3.1: trichlorophosphate / 12 h / Reflux

4.1: triethylamine / 39 h / Reflux

4.2: 1 h / 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 0 - 20 °C

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

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

8.1: pyridine / tetrahydrofuran / 1.5 h / 0 - 20 °C

9.1: sodium hydroxide; water / ethanol / 4.25 h / 20 - 60 °C

10.1: triethylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C

With pyridine; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; palladium 10% on activated carbon; water; hydrogen; benzotriazol-1-ol; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2015.05.036