9-(2-{¹⁸F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide

Base Information

• Chemical Name: 9-(2-{¹⁸F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide
• CAS No.: 1246453-48-4
• Molecular Formula: C₂₃H₂₅FN₂O
• Molecular Weight: 363.464

Synonyms:9-(2-{¹⁸F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide

Chemical Property of 9-(2-{¹⁸F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide

Chemical Property:

Purity/Quality:

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Technology Process of 9-(2-{¹⁸F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide

There total 9 articles about 9-(2-{¹⁸F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide 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:

methanesulfonic acid 2-[4-(benzyl-methyl-carbamoyl)-1,2,3,4-tetrahydro-carbazol-9-yl]-ethyl ester (1246453-85-9) → 9-(2-{18F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide (1246453-48-4)

Guidance literature:

With [⁽¹⁸⁾F]fluoride; potassium hydrogencarbonate; [2.2.2]cryptande; In water; acetonitrile; at 100 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.12.084

Reference yield:

N-[2-(phenylmethoxy)ethyl]aniline (71126-63-1) → 9-(2-{18F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide (1246453-48-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Heating; Neat (no solvent)

1.2: Reflux

2.1: water; sodium hydroxide / ethanol

3.1: oxalyl dichloride / dichloromethane

4.1: dichloromethane

5.1: palladium on activated charcoal; hydrogen / methanol

6.1: dichloromethane

7.1: [⁽¹⁸⁾F]fluoride; potassium hydrogencarbonate; [2.2.2]cryptande / water; acetonitrile / 0.17 h / 100 °C / Inert atmosphere

With oxalyl dichloride; palladium on activated charcoal; [⁽¹⁸⁾F]fluoride; water; hydrogen; potassium hydrogencarbonate; [2.2.2]cryptande; sodium hydroxide; In methanol; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/j.bmcl.2011.12.084

Reference yield:

9-(2-benzyloxy-ethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester (1246453-81-5) → 9-(2-{18F}fluoroethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzylmethylamide (1246453-48-4)

Guidance literature:

Multi-step reaction with 6 steps

1: water; sodium hydroxide / ethanol

2: oxalyl dichloride / dichloromethane

3: dichloromethane

4: palladium on activated charcoal; hydrogen / methanol

5: dichloromethane

6: [⁽¹⁸⁾F]fluoride; potassium hydrogencarbonate; [2.2.2]cryptande / water; acetonitrile / 0.17 h / 100 °C / Inert atmosphere

With oxalyl dichloride; palladium on activated charcoal; [⁽¹⁸⁾F]fluoride; water; hydrogen; potassium hydrogencarbonate; [2.2.2]cryptande; sodium hydroxide; In methanol; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/j.bmcl.2011.12.084

upstream raw materials:

9-(2-benzyloxy-ethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid ethyl ester

9-(2-benzyloxy-ethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid

9-(2-hydroxy-ethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzyl-methyl-amide

9-(2-benzyloxy-ethyl)-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid benzyl-methyl-amide

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