1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid

Base Information

Chemical Name:1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid
CAS No.:1260105-77-8
Molecular Formula:C₂₇H₂₃N₅O₂
Molecular Weight:449.512
Hs Code.:

Synonyms:1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid

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Chemical Property of 1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid

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Technology Process of 1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid

There total 16 articles about 1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid 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:

: 1260106-27-1
ethyl 1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylate

: 1260105-77-8
1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid

Guidance literature:: ethyl 1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylate; With water; lithium hydroxide; In tetrahydrofuran; methanol; at 45 ℃;

With hydrogenchloride; In water; pH=6;

Reference yield:

: 147905-77-9
ethyl 1-methyl-4-oxo-1-cyclohexanecarboxylate

: 1260105-77-8
1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

1.2: -78 - 20 °C

2.1: potassium acetate / 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

3.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 90 °C / Inert atmosphere

4.1: N-Bromosuccinimide / acetonitrile / 3 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 8 h / 100 °C / Inert atmosphere

6.1: trifluoroacetic acid; water / 20 °C

7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 45 °C

7.2: pH 6

With potassium phosphate; N-Bromosuccinimide; water; potassium acetate; trifluoroacetic acid; lithium hydroxide; lithium diisopropyl amide; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile; 5.1: Stille Coupling;

Reference yield:

: 57489-77-7
5,7-dichloropyrazolo[1,5-a]pyrimidine

: 1260105-77-8
1-methyl-4-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)cyclohex-3-enecarboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: ammonium hydroxide / 20 - 85 °C / Sealed tube

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 45 °C

3.1: N-iodo-succinimide / acetonitrile / 0.5 h / 20 °C

4.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 70 °C / Inert atmosphere

5.1: potassium phosphate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 90 °C / Inert atmosphere

6.1: N-Bromosuccinimide / acetonitrile / 3 h / 20 °C

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 8 h / 100 °C / Inert atmosphere

8.1: trifluoroacetic acid; water / 20 °C

9.1: water; lithium hydroxide / tetrahydrofuran; methanol / 45 °C

9.2: pH 6

With ammonium hydroxide; potassium phosphate; N-Bromosuccinimide; N-iodo-succinimide; water; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 7.1: Stille Coupling;