cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

Base Information

Chemical Name:cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine
CAS No.:460078-71-1
Molecular Formula:C₂₈H₃₂N₆O
Molecular Weight:468.602
Hs Code.:

cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-<i>a</i>]pyridin-7-yl]-amine

Synonyms:cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

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Chemical Property of cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

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Technology Process of cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

There total 9 articles about cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine 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: 70.0%

: 460078-70-0
4-[7-chloro-2-(3-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine

: 1003-03-8
Cyclopentamine

: 460078-71-1
cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

Guidance literature:: With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; In toluene; at 95 ℃;
DOI:10.1016/j.bmc.2005.05.043

Reference yield:

: 460079-69-0
7-chloro-2-(3-methoxyphenyl)pyrazolo[1,5-a]pyridine

: 460078-71-1
cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / POCl₃ / 0 - 20 °C

2: 100 percent / tetrahydrofuran / -78 - 0 °C

3: 76 percent / MnO₂ / CH₂Cl₂ / 20 °C

4: 25 percent / EtONa / ethanol

5: 70 percent / rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; cesium carbonate / palladium(II) acetate / toluene / 95 °C

With manganese(IV) oxide; sodium ethanolate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trichlorophosphate; palladium diacetate; In tetrahydrofuran; ethanol; dichloromethane; toluene; 1: Vilsmeier-Haack formylation / 2: Grignard reaction / 5: Buchwald-Hartwig amination;
DOI:10.1016/j.bmc.2005.05.043

Reference yield:

: 460079-84-9
2-(6-chloro-2-pyridinyl)-1-(3-methoxyphenyl)ethanone

: 460078-71-1
cyclopentyl-[3-(2-cyclopentylamino-pyrimidin-4-yl)-2-(3-methoxy-phenyl)-pyrazolo[1,5-a]pyridin-7-yl]-amine

Guidance literature:: Multi-step reaction with 7 steps

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

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

2.2: 75 percent / iron(II) chloride / 1,2-dimethoxy-ethane / 8 h / Heating

3.1: 75 percent / POCl₃ / 0 - 20 °C

4.1: 100 percent / tetrahydrofuran / -78 - 0 °C

5.1: 76 percent / MnO₂ / CH₂Cl₂ / 20 °C

6.1: 25 percent / EtONa / ethanol

7.1: 70 percent / rac-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; cesium carbonate / palladium(II) acetate / toluene / 95 °C

With manganese(IV) oxide; sodium hydroxide; hydroxylamine hydrochloride; sodium ethanolate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; trifluoroacetic anhydride; trichlorophosphate; palladium diacetate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; toluene; 3.1: Vilsmeier-Haack formylation / 4.1: Grignard reaction / 7.1: Buchwald-Hartwig amination;
DOI:10.1016/j.bmc.2005.05.043