1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane

Base Information

• Chemical Name: 1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane
• CAS No.: 360553-62-4
• Molecular Formula: C₂₂H₃₁FN₄O₂
• Molecular Weight: 402.512

Synonyms:1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane

Chemical Property of 1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane

There total 5 articles about 1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane 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: 98.0%

tert-butyl 4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane-1-carboxylate (360553-98-6) → 1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane (360553-62-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2003.11.038

Reference yield:

2-fluoro-4-hydroxybenzonitrile (82380-18-5) → 1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane (360553-62-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / K₂CO₃ / butan-2-one / Heating

2: K₂CO₃; KI / butan-2-one / Heating

3: H₂NOH*HCl; K₂CO₃ / ethanol / Heating

4: Et₃N / acetone / 20 °C

5: toluene / Heating

6: 98 percent / TFA / CH₂Cl₂ / 20 °C

With hydroxylamine hydrochloride; potassium carbonate; triethylamine; trifluoroacetic acid; potassium iodide; In ethanol; dichloromethane; acetone; toluene; butanone;

DOI:10.1016/j.bmcl.2003.11.038

Reference yield:

4-(3-chloropropoxy)-2-fluorobenzonitrile (873547-02-5) → 1-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane (360553-62-4)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃; KI / butan-2-one / Heating

2: H₂NOH*HCl; K₂CO₃ / ethanol / Heating

3: Et₃N / acetone / 20 °C

4: toluene / Heating

5: 98 percent / TFA / CH₂Cl₂ / 20 °C

With hydroxylamine hydrochloride; potassium carbonate; triethylamine; trifluoroacetic acid; potassium iodide; In ethanol; dichloromethane; acetone; toluene; butanone;

DOI:10.1016/j.bmcl.2003.11.038

upstream raw materials:

tert-butyl 4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepane-1-carboxylate

2-fluoro-4-hydroxybenzonitrile

4-(3-chloropropoxy)-2-fluorobenzonitrile

Downstream raw materials:

[2-(4-{3-[4-(5-cyclopentylmethyl-[1,2,4]oxadiazol-3-yl)-3-fluoro-phenoxy]-propyl}-[1,4]diazepan-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

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