Technology Process of ethyl 1-[5-[7-cyclohexyl-2-(ethylcarbamoylamino)-1,3-benzothiazol-5-yl]pyrimidin-2-yl]-4-methyl-piperidine-4-carboxylate
There total 13 articles about ethyl 1-[5-[7-cyclohexyl-2-(ethylcarbamoylamino)-1,3-benzothiazol-5-yl]pyrimidin-2-yl]-4-methyl-piperidine-4-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
cyclohexylmagnesiumchloride;
With
lithium chloride; zinc(II) chloride;
In
tetrahydrofuran; diethyl ether;
at 20 ℃;
for 0.25h;
ethyl 1-[5-[7-bromo-2-(ethylcarbamoylamino)-1,3-benzothiazol-5-yl]pyrimidin-2-yl]-4-methyl-piperidine-4-carboxylate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; diethyl ether;
at 110 ℃;
for 0.5h;
microwave irradiation;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: bromine; acetic acid / water / 2 h / 100 °C
1.2: 20 °C / pH 8 - 10
2.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 1 h / 70 °C / Inert atmosphere
3.1: methanol / 16 h / 20 °C / Inert atmosphere
4.1: hydrogenchloride; iron / ethanol; water / 0.75 h / 80 °C / Industry scale
4.2: pH 8 - 10 / Industry scale
5.1: tert.-butylnitrite; boron trifluoride diethyl etherate / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
5.2: 0.5 h / -5 - 0 °C
6.1: 1,4-dioxane / 80 °C / Inert atmosphere
7.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; methanol / 5 h / 80 °C / Inert atmosphere
8.1: lithium chloride; zinc(II) chloride / tetrahydrofuran; diethyl ether / 0.25 h / 20 °C
8.2: 0.5 h / 110 °C / microwave irradiation
With
hydrogenchloride; potassium phosphate; tert.-butylnitrite; boron trifluoride diethyl etherate; bromine; iron; acetic acid; lithium chloride; copper(ll) bromide; zinc(II) chloride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; water; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / ethanol / 1 h / 70 °C
3.1: potassium acetate / tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere
4.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; methanol / 5 h / 80 °C / Inert atmosphere
5.1: lithium chloride; zinc(II) chloride / tetrahydrofuran; diethyl ether / 0.25 h / 20 °C
5.2: 0.5 h / 110 °C / microwave irradiation
With
hydrogenchloride; potassium phosphate; potassium acetate; N-ethyl-N,N-diisopropylamine; lithium chloride; zinc(II) chloride;
tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); tricyclohexylphosphine;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol;