4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol

Base Information

Chemical Name:4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol
CAS No.:913640-48-9
Molecular Formula:C₂₂H₂₂N₆O₃
Molecular Weight:418.455
Hs Code.:

Synonyms:4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol

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Chemical Property of 4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol

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Technology Process of 4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol

There total 11 articles about 4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol 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: 44.0%

: 4-{4-chloro-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-2-yl}-1,2,5-oxadiazol-3-amine

: 115-19-5
2-methyl-but-3-yn-2-ol

: 913640-48-9
4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol

Guidance literature:: With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

Reference yield:

: 607373-82-0
2-hydroxy-4-methoxy-5-nitro pyridine

: 913640-48-9
4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: phosphorus(V) oxybromide / acetonitrile / 4 h / 90 °C

2.1: triethylamine / tetrahydrofuran; methanol / 1 h / 5 °C

3.1: hydrogenchloride; tin(ll) chloride / water / 0.75 h / 90 °C

3.2: pH ~ 10

4.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C

5.1: acetic acid / 24 h / 100 °C

6.1: acetic acid; sodium nitrite / 16 h / 20 °C

7.1: hydroxylamine; triethylamine / 1,4-dioxane / 16 h / 100 °C

8.1: Trimethyl borate / tetrahydrofuran / 0.08 h / -100 °C

8.2: 2.32 h / -100 - 20 °C

8.3: 1 h / 20 °C

9.1: silver carbonate / tetrahydrofuran / 12 h / Heating / reflux

10.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 70 °C

With 4-methyl-morpholine; hydrogenchloride; Trimethyl borate; hydroxylamine; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; silver carbonate; tin(ll) chloride; sodium nitrite; phosphorus(V) oxybromide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 4487-57-4
2,4-dibromo-5-nitropyridine

: 913640-48-9
4-{2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-6-[(phenylmethyl)oxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methyl-3-butyn-2-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / tetrahydrofuran; methanol / 1 h / 5 °C

2.1: hydrogenchloride; tin(ll) chloride / water / 0.75 h / 90 °C

2.2: pH ~ 10

3.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C

4.1: acetic acid / 24 h / 100 °C

5.1: acetic acid; sodium nitrite / 16 h / 20 °C

6.1: hydroxylamine; triethylamine / 1,4-dioxane / 16 h / 100 °C

7.1: Trimethyl borate / tetrahydrofuran / 0.08 h / -100 °C

7.2: 2.32 h / -100 - 20 °C

7.3: 1 h / 20 °C

8.1: silver carbonate / tetrahydrofuran / 12 h / Heating / reflux

9.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 70 °C

With 4-methyl-morpholine; hydrogenchloride; Trimethyl borate; hydroxylamine; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; silver carbonate; tin(ll) chloride; sodium nitrite; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;