methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

Base Information

Chemical Name:methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate
CAS No.:868551-52-4
Molecular Formula:C₁₇H₁₂F₄N₂O₅S
Molecular Weight:432.352
Hs Code.:

Synonyms:methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

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Chemical Property of methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

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Technology Process of methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

There total 7 articles about methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate 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: 90.0%

: 868551-51-3
methyl 1-(4-fluorobenzyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

: 358-23-6
trifluoromethylsulfonic anhydride

: 868551-52-4
methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/jm200208d

Reference yield:

: 936-12-9
2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester

: 868551-52-4
methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / Inert atmosphere

1.2: 16.75 h / 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / ethyl acetate / 1.75 h / 20 °C

2.2: 1.5 h / Reflux

3.1: potassium tert-butylate / tetrahydrofuran / 0.5 h

3.2: 17 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 1 h / 2068.65 Torr / Inert atmosphere

6.1: triethylamine / dichloromethane / 0 °C

With N-Bromosuccinimide; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm200208d

Reference yield:

: 868551-47-7
ethyl 1-(4-fluorobenzyl)-2-methyl-1H-pyrrole-3-carboxylate

: 868551-52-4
methyl 1-(4-fluorobenzyl)-4-(trifluoromethylsulfonyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / ethyl acetate / 1.75 h / 20 °C

1.2: 1.5 h / Reflux

2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h

2.2: 17 h / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 1 h / 2068.65 Torr / Inert atmosphere

5.1: triethylamine / dichloromethane / 0 °C

With N-Bromosuccinimide; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm200208d