1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone

Base Information

Chemical Name:1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone
CAS No.:460079-46-3
Molecular Formula:C₂₀H₂₀BrN₃O
Molecular Weight:398.302
Hs Code.:

Synonyms:1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone

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Chemical Property of 1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone

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Technology Process of 1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone

There total 6 articles about 1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone 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: 56.0%

: 460079-45-2
1-[2-(3-bromophenyl)-7-chloropyrazolo[1,5-a]pyridin-3-yl]ethanone

: 1003-03-8
Cyclopentamine

: 460079-46-3
1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone

Guidance literature:: With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; In toluene; at 100 ℃;
DOI:10.1016/j.bmc.2005.05.043

Reference yield:

: 460079-44-1
2-(3-bromophenyl)-7-chloropyrazolo[1,5-a]pyridine

: 460079-46-3
1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: 46 percent / BF₃*Et₂O / toluene / Heating

2: 56 percent / rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; cesium carbonate / palladium(II) acetate / toluene / 100 °C

With boron trifluoride diethyl etherate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; In toluene; 2: Buchwald-Hartwig amination;
DOI:10.1016/j.bmc.2005.05.043

Reference yield:

: 460079-42-9
1-(3-bromophenyl)-2-(6-chloro-2-pyridinyl)ethanone

: 460079-46-3
1-[2-(3-bromophenyl)-7-(cyclopentylamino)pyrazolo[1,5-a]pyridin-3-yl]ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / hydroxylamine hydrochloride; NaOH / methanol; H₂O / Heating

2.1: frifluoroacetic anhydride; triethylamine / 1,2-dimethoxy-ethane / 0 - 20 °C

2.2: 44 percent / iron(II) chloride / 1,2-dimethoxy-ethane / 8 h / Heating

3.1: 46 percent / BF₃*Et₂O / toluene / Heating

4.1: 56 percent / rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; cesium carbonate / palladium(II) acetate / toluene / 100 °C

With sodium hydroxide; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; trifluoroacetic anhydride; palladium diacetate; In methanol; 1,2-dimethoxyethane; water; toluene; 4.1: Buchwald-Hartwig amination;
DOI:10.1016/j.bmc.2005.05.043