4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine

Base Information

Chemical Name:4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine
CAS No.:437612-03-8
Molecular Formula:C₂₃H₂₁ClFN₅
Molecular Weight:421.905
Hs Code.:

Synonyms:4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine

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Chemical Property of 4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine

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Technology Process of 4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine

There total 10 articles about 4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-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: 98.0%

: N-cyclopentyl-N'-guanidine hydrochloride

: 637775-54-3
1-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-2-butyn-1-one

: 437612-03-8
4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine

Guidance literature:: With ethanol; sodium;
DOI:10.1016/j.tet.2003.02.003

Reference yield:

: 18368-63-3
6-chloro-2-picoline

: 437612-03-8
4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine

Guidance literature:: Multi-step reaction with 9 steps

1: 66 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 15 h / 45 °C

2: 86 percent / hydroxylamine hydrochloride; aq. NaOH / methanol / 2 h / Heating

3: 1,2-dimethoxy-ethane / 0 - 15 °C

4: Et₃N / 1,2-dimethoxy-ethane / 2 h / 4 - 20 °C

5: 69.7 g / FeCl₂ / 1,2-dimethoxy-ethane / 3 h / Heating

6: 95 percent / POCl₃ / 1 h / 20 °C

7: 72 percent / tetrahydrofuran / -78 - 0 °C

8: 91 percent / manganese dioxide / CH₂Cl₂ / 20 °C

9: 98 percent / sodium; EtOH

With manganese(IV) oxide; sodium hydroxide; ethanol; hydroxylamine hydrochloride; sodium; triethylamine; iron(II) chloride; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1016/j.tet.2003.02.003

Reference yield:

: 451-46-7
4-fluorobenzoic acid ethyl ester

: 437612-03-8
4-[7-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-cyclopentyl-6-methyl-2-pyrimidinamine

Guidance literature:: Multi-step reaction with 9 steps

1: 66 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 15 h / 45 °C

2: 86 percent / hydroxylamine hydrochloride; aq. NaOH / methanol / 2 h / Heating

3: 1,2-dimethoxy-ethane / 0 - 15 °C

4: Et₃N / 1,2-dimethoxy-ethane / 2 h / 4 - 20 °C

5: 69.7 g / FeCl₂ / 1,2-dimethoxy-ethane / 3 h / Heating

6: 95 percent / POCl₃ / 1 h / 20 °C

7: 72 percent / tetrahydrofuran / -78 - 0 °C

8: 91 percent / manganese dioxide / CH₂Cl₂ / 20 °C

9: 98 percent / sodium; EtOH

With manganese(IV) oxide; sodium hydroxide; ethanol; hydroxylamine hydrochloride; sodium; triethylamine; iron(II) chloride; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1016/j.tet.2003.02.003