tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate
CAS No.:1342812-95-6
Molecular Formula:C₃₂H₄₆F₂N₄O₂Si
Molecular Weight:584.825
Hs Code.:

Synonyms:tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

There total 8 articles about tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-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: 61.0%

: 1342810-72-3
tert-butyl-4-(6-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

: 3863-11-4
3,4-difluoroaniline

: 1342812-95-6
tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

Guidance literature:: With palladium diacetate; potassium carbonate; XPhos; In tert-butyl alcohol; for 3h; Inert atmosphere;
DOI:10.1016/j.bmcl.2017.02.001

Reference yield: 61.0%

: 1342812-95-6
tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

Guidance literature:

Reference yield:

: 400801-82-3
tert-butyl 4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate

: 1342812-95-6
tert-butyl 4-(6-((3,4-difluorophenyl)amino)-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: palladium 10% on activated carbon; hydrogen; acetic acid / methanol / 48 h / 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C

3.1: Benzoyl bromide; 1,1,1,3,3,3-hexamethyl-disilazane / toluene / 12 h / 20 °C

3.2: 2 h / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

4.2: 19 h / 20 °C

5.1: palladium diacetate; potassium carbonate; XPhos / tert-butyl alcohol / 3 h / Inert atmosphere

With Benzoyl bromide; palladium 10% on activated carbon; hydrogen; palladium diacetate; sodium hydride; potassium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; XPhos; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 5.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmcl.2017.02.001