tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate

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Chemical Name:tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate
CAS No.:1562305-09-2
Molecular Formula:C₂₇H₃₀IN₅O₄S
Molecular Weight:647.537
Hs Code.:

Synonyms:tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate

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Technology Process of tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate

There total 5 articles about tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-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: 88.0%

: 1562305-13-8
4-(4-(3-iodo-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 1562305-09-2
tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate

Guidance literature:: 4-(4-(3-iodo-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

p-toluenesulfonyl chloride; With iodine; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 3h;
DOI:10.1039/c4md00280f

Reference yield: 66.7%

: 1562305-09-2
tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1562305-09-2
tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl) piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane; water / 2 h / 100 °C

2.1: potassium hydroxide / N,N-dimethyl-formamide / 0.33 h / 0 °C

2.2: 0.5 h

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

3.2: 3 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydride; potassium carbonate; potassium hydroxide; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; mineral oil; 1.1: |Suzuki-Miyaura Coupling;
DOI:10.1039/c4md00280f