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

Base Information

Chemical Name:1,1-dimethylethyl (4-{[2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-4-(3-hydroxy-3-methyl-1-butyn-1-yl)-1H-imidazo[4,5-c]pyridin-6-yl]oxy}butyl)carbamate
CAS No.:913642-24-7
Molecular Formula:C₂₄H₃₃N₇O₅
Molecular Weight:499.57
Hs Code.:

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

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

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

There total 3 articles about 1,1-dimethylethyl (4-{[2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-4-(3-hydroxy-3-methyl-1-butyn-1-yl)-1H-imidazo[4,5-c]pyridin-6-yl]oxy}butyl)carbamate 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:

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

: 913642-24-7
1,1-dimethylethyl (4-{[2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-4-(3-hydroxy-3-methyl-1-butyn-1-yl)-1H-imidazo[4,5-c]pyridin-6-yl]oxy}butyl)carbamate

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: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C

10.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 80 °C

With 4-methyl-morpholine; hydrogenchloride; Trimethyl borate; hydroxylamine; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; tin(ll) chloride; sodium nitrite; diethylazodicarboxylate; 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

: 913642-24-7
1,1-dimethylethyl (4-{[2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-4-(3-hydroxy-3-methyl-1-butyn-1-yl)-1H-imidazo[4,5-c]pyridin-6-yl]oxy}butyl)carbamate

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: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C

9.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 80 °C

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

Reference yield:

: 31872-62-5
4-methoxy-3-nitro-pyridine

: 913642-24-7
1,1-dimethylethyl (4-{[2-(4-amino-1,2,5-oxadiazol-3-yl)-1-ethyl-4-(3-hydroxy-3-methyl-1-butyn-1-yl)-1H-imidazo[4,5-c]pyridin-6-yl]oxy}butyl)carbamate

Guidance literature:: Multi-step reaction with 11 steps

1.1: potassium tert-butylate; ammonia / tetrahydrofuran / 0.17 h / -78 °C

1.2: 1.33 h / -78 - -40 °C

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

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

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

4.2: pH ~ 10

5.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C

6.1: acetic acid / 24 h / 100 °C

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

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

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

9.2: 2.32 h / -100 - 20 °C

9.3: 1 h / 20 °C

10.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C

11.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 80 °C

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