1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid

Base Information

• Chemical Name: 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid
• CAS No.: 1093213-41-2
• Molecular Formula: C₃₂H₃₁FN₄O₅
• Molecular Weight: 570.62
• Mol file: 1093213-41-2.mol

Synonyms:1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid

Chemical Property of 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid

There total 10 articles about 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid 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:

1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid benzyl ester (1093214-94-8) → 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid (1093213-41-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate; at 20 ℃; for 2h;

Reference yield:

1-bromo-3-fluoro-4-phenylbenzene (41604-19-7) → 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid (1093213-41-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: iodine; magnesium / tetrahydrofuran / 1 h / 60 - 70 °C / Heating / reflux

1.2: 0.75 h / -20 °C

2.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 2.33 h / 5 - 20 °C

2.2: 2 h / 20 - 25 °C

3.1: toluene-4-sulfonic acid / N,N-dimethyl acetamide; toluene / 2 - 3 h / 105 - 115 °C

4.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 80 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 90 °C

6.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 80 °C

6.2: 20 °C / pH 9

7.1: potassium carbonate / tetrabutylammomium bromide / N,N-dimethyl-formamide / 4 h / 100 °C

8.1: sodium hydroxide; water / tetrahydrofuran / 20 °C

8.2: pH ~ 6

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 20 °C

10.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; ethanol; ethyl acetate / 2 h / 20 °C

With sodium hydroxide; thionyl chloride; water; hydrogen; iodine; potassium carbonate; benzotriazol-1-ol; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; palladium on activated charcoal; tetrabutylammomium bromide; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

2-fluoro-4-biphenylacetic acid (137045-30-8) → 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid (1093213-41-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 2 - 3 h / 130 - 140 °C

2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 80 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2.5 h / 90 °C

4.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 80 °C

4.2: 20 °C / pH 9

5.1: potassium carbonate / tetrabutylammomium bromide / N,N-dimethyl-formamide / 4 h / 100 °C

6.1: sodium hydroxide; water / tetrahydrofuran / 20 °C

6.2: pH ~ 6

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 20 °C

8.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; ethanol; ethyl acetate / 2 h / 20 °C

With sodium hydroxide; thionyl chloride; water; hydrogen; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; tetrabutylammomium bromide; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(morpholine-4-carbonyl)piperidine-4-carboxylic acid benzyl ester

2-fluoro-4-biphenylacetic acid

3-(4-chloromethylphenyl)-5-(2-fluorobiphenyl-4-yl)-1,2,4-oxadiazole

4-[5-(2-fluorobiphenyl-4-yl)-1,2,4-oxadiazole-3-yl]phenylmethanol