3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole

Base Information

• Chemical Name: 3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole
• CAS No.: 1104599-71-4
• Molecular Formula: C₂₇H₂₃FN₈O
• Molecular Weight: 494.531
• Mol file: 1104599-71-4.mol

Synonyms:

Chemical Property of 3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole

There total 10 articles about 3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole 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: 10.0%

(5-methyl-1,2,4-oxadiazol-3-yl)(1-methyl-1H-pyrazol-4-yl)methanone (1104240-73-4) + (R)-1-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2-(1H-indol-3-yl)-ethanamine hydrochloride (1104606-50-9) → 3-((1R,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole (1104599-69-0) + 3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole (1104599-71-4)

Guidance literature:

With pyridine; at 70 - 85 ℃; for 120h; Inert atmosphere;

DOI:10.1021/ml300063m

Reference yield:

Boc-D-Trp-OH (5241-64-5) → 3-((1R,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole (1104599-69-0) + 3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole (1104599-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate / ethanol / 0.5 h / 20 °C

1.2: 20 °C

1.3: 3 h / Reflux

2.1: hydrogenchloride / 1,4-dioxane

3.1: pyridine / 120 h / 70 - 85 °C / Inert atmosphere

With pyridine; hydrogenchloride; caesium carbonate; In 1,4-dioxane; ethanol;

DOI:10.1021/ml300063m

Reference yield:

(R)-tert-butyl (1-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2-(1H-indol-3-yl)ethyl)carbamate (1104606-06-5) → 3-((1R,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole (1104599-69-0) + 3-((1S,3R)-3-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-1-(1-methyl-1H-pyrazol-4-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)-5-methyl-1,2,4-oxadiazole (1104599-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane

2: pyridine / 120 h / 70 - 85 °C / Inert atmosphere

With pyridine; hydrogenchloride; In 1,4-dioxane;

DOI:10.1021/ml300063m

upstream raw materials:

(5-methyl-1,2,4-oxadiazol-3-yl)(1-methyl-1H-pyrazol-4-yl)methanone

(R)-1-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2-(1H-indol-3-yl)-ethanamine hydrochloride

(R)-tert-butyl (1-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2-(1H-indol-3-yl)ethyl)carbamate

Boc-D-Trp-OH