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

Base Information

Chemical Name:1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(piperidine-1-ylcarbamoyl)piperidine-4-carboxylic acid
CAS No.:1093213-16-1
Molecular Formula:C₃₃H₃₄FN₅O₄
Molecular Weight:583.662
Hs Code.:

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

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

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

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

: 1093214-90-4
1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(piperidine-1-ylcarbamoyl)piperidine-4-carboxylic acid benzyl ester

: 1093213-16-1
1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(piperidine-1-ylcarbamoyl)piperidine-4-carboxylic acid

Guidance literature:: 1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(piperidine-1-ylcarbamoyl)piperidine-4-carboxylic acid benzyl ester; With lithium hydroxide; water; In tetrahydrofuran; at 70 ℃; for 2h;

With hydrogenchloride; In water; pH=~ 5;

Reference yield:

: 41604-19-7
1-bromo-3-fluoro-4-phenylbenzene

: 1093213-16-1
1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(piperidine-1-ylcarbamoyl)piperidine-4-carboxylic acid

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: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.75 h / 5 °C

9.2: 1.25 h / 5 - 20 °C

10.1: lithium hydroxide; water / tetrahydrofuran / 2 h / 70 °C

10.2: pH ~ 5

With 4-methyl-morpholine; lithium hydroxide; sodium hydroxide; thionyl chloride; water; iodine; potassium carbonate; magnesium; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; tetrabutylammomium bromide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;

Reference yield:

: 137045-30-8
2-fluoro-4-biphenylacetic acid

: 1093213-16-1
1-{4-[5-(2-fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}-4-(piperidine-1-ylcarbamoyl)piperidine-4-carboxylic acid

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: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.75 h / 5 °C

7.2: 1.25 h / 5 - 20 °C

8.1: lithium hydroxide; water / tetrahydrofuran / 2 h / 70 °C

8.2: pH ~ 5

With 4-methyl-morpholine; lithium hydroxide; sodium hydroxide; thionyl chloride; water; potassium carbonate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; isobutyl chloroformate; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;