methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Base Information

Chemical Name:methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate
CAS No.:1374243-54-5
Molecular Formula:C₂₆H₃₂N₄O₆S
Molecular Weight:528.629
Hs Code.:

Synonyms:methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

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Chemical Property of methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

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Technology Process of methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

There total 4 articles about methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]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: 46.0%

: 1374243-51-2
methyl 4-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

: 144243-24-3
tert‐butyl 3‐aminopiperidine‐1‐carboxylate

: 1374243-54-5
methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Guidance literature:: With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate; In toluene; at 100 ℃; for 16h;

Reference yield:

: 651744-48-8
4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine

: 1374243-54-5
methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sec.-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: -78 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.2: 1.25 h / 0 - 20 °C

4.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 16 h / 100 °C

With tetrabutyl ammonium fluoride; sec.-butyllithium; sodium hydride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate; In tetrahydrofuran; toluene;

Reference yield:

: 685513-97-7
4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester

: 1374243-54-5
methyl 4-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 1.25 h / 0 - 20 °C

3.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 16 h / 100 °C

With tetrabutyl ammonium fluoride; sodium hydride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate; In tetrahydrofuran; toluene;