1-(4-(5-(5-amino-6-(5-(tert-butyl)-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidin-1-yl)-3-hydroxypropan-1-one

Base Information

• Chemical Name: 1-(4-(5-(5-amino-6-(5-(tert-butyl)-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidin-1-yl)-3-hydroxypropan-1-one
• CAS No.: 1620576-64-8
• Molecular Formula: C₂₂H₃₁N₉O₃
• Molecular Weight: 469.547
• Mol file: 1620576-64-8.mol

Synonyms:

Chemical Property of 1-(4-(5-(5-amino-6-(5-(tert-butyl)-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidin-1-yl)-3-hydroxypropan-1-one

Chemical Property:

• Boiling Point: 784.0±70.0 °C(Predicted)
• PKA: 14.68±0.10(Predicted)
• Density: 1.45±0.1 g/cm3(Predicted)
• Solubility.: Soluble in DMSO

Purity/Quality:

97% ^*data from raw suppliers

AZD8835 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-(5-(5-amino-6-(5-(tert-butyl)-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidin-1-yl)-3-hydroxypropan-1-one

There total 14 articles about 1-(4-(5-(5-amino-6-(5-(tert-butyl)-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidin-1-yl)-3-hydroxypropan-1-one 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: 85.0%

1-(4-(5-(5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidin-1-yl)-3-(tetrahydro-2H-pyran-2-yloxy)propan-1-one (1620576-86-4) → AZD-8835 (1620576-64-8)

Guidance literature:

With methanol; pyridin-2-yl tosylate; at 60 ℃; for 1.5h; Time; Temperature; Inert atmosphere;

Reference yield:

5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carbonitrile (1620576-81-9) → AZD-8835 (1620576-64-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrazine hydrate / isopropyl alcohol / 16 h / 50 °C / Inert atmosphere

2.1: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl acetamide / 0.17 h / Inert atmosphere

2.2: 22 - 27 °C / Inert atmosphere

3.1: 4-methyl-morpholine; acetic acid / 1,4-dioxane; water / 70 - 100 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 40 h / 35 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 16 h / 17 - 25 °C

6.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / tetrahydrofuran / 0.33 h / 17 - 25 °C / Inert atmosphere

6.2: 1 h / Inert atmosphere

7.1: methanol; pyridin-2-yl tosylate / 1.5 h / 60 °C / Inert atmosphere

With 4-methyl-morpholine; methanol; pyridin-2-yl tosylate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water; isopropyl alcohol;

Reference yield:

(Z)-5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carbohydrazonamide (1620583-33-6) → AZD-8835 (1620576-64-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl acetamide / 0.17 h / Inert atmosphere

1.2: 22 - 27 °C / Inert atmosphere

2.1: 4-methyl-morpholine; acetic acid / 1,4-dioxane; water / 70 - 100 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 40 h / 35 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 16 h / 17 - 25 °C

5.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / tetrahydrofuran / 0.33 h / 17 - 25 °C / Inert atmosphere

5.2: 1 h / Inert atmosphere

6.1: methanol; pyridin-2-yl tosylate / 1.5 h / 60 °C / Inert atmosphere

With 4-methyl-morpholine; methanol; pyridin-2-yl tosylate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water;

upstream raw materials:

5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carbonitrile

(Z)-5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carbohydrazonamide

tert-butyl 4-(5-(5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1H-1,2,4-triazol-3-yl)piperidine-1-carboxylate

1-(4-(5-(5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazin-2-yl)-1-ethyl-1H-1,2,4-triazol-3-yl)piperidin-1-yl)-3-(tetrahydro-2H-pyran-2-yloxy)propan-1-one