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

Base Information

Chemical Name:4-[7-chloro-2-(3-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine
CAS No.:460078-70-0
Molecular Formula:C₂₃H₂₂ClN₅O
Molecular Weight:419.914
Hs Code.:

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

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Chemical Property of 4-[7-chloro-2-(3-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine

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Technology Process of 4-[7-chloro-2-(3-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine

There total 8 articles about 4-[7-chloro-2-(3-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-2-pyrimidinamine 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: 25.0%

: 460079-72-5
1-[7-chloro-2-(3-methoxyphenyl)pyrazolo[1,5-a]pyridin-3-yl]-2-propyn-1-one

: N-cyclopentyl-N'-guanidine hydrochloride

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

Guidance literature:: With sodium ethanolate; In ethanol;
DOI:10.1016/j.bmc.2005.05.043

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With manganese(IV) oxide; sodium ethanolate; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; 1: Vilsmeier-Haack formylation / 2: Grignard reaction;
DOI:10.1016/j.bmc.2005.05.043

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With manganese(IV) oxide; sodium hydroxide; hydroxylamine hydrochloride; sodium ethanolate; triethylamine; trifluoroacetic anhydride; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 3.1: Vilsmeier-Haack formylation / 4.1: Grignard reaction;
DOI:10.1016/j.bmc.2005.05.043