6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Base Information

Chemical Name:6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one
CAS No.:1383376-96-2
Molecular Formula:C₂₄H₁₉FN₄O
Molecular Weight:398.439
Hs Code.:

Synonyms:6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

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Chemical Property of 6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

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Technology Process of 6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

There total 10 articles about 6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one 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: 6.0%

: 1383377-63-6
6-benzyl-4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-5Hpyrrolo[3,4-b]pyridine-5,7(6H)-dione

: 1383376-96-2
6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Guidance literature:: 6-benzyl-4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-5Hpyrrolo[3,4-b]pyridine-5,7(6H)-dione; With boron trifluoride diethyl etherate; In tetrahydrofuran; at 20 ℃; for 0.5h;

With borane-THF; In tetrahydrofuran; at 40 ℃;

Reference yield:

: 1286230-78-1
3-(4-fluorophenyl)-1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

: 1383376-96-2
6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / N,N-dimethyl-formamide / 20 - 50 °C / Inert atmosphere

2.1: dimethyl sulfoxide / 2 h / 50 °C

3.1: potassium hydroxide; water / 24 h / 100 °C

4.1: acetic anhydride; acetic acid / 3 h / 110 °C

5.1: acetic acid / 18 h / Reflux

6.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / 20 °C

6.2: 40 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; boron trifluoride diethyl etherate; water; acetic anhydride; caesium carbonate; acetic acid; potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 863605-34-9
4-bromo-3-(4-fluorophenyl)-1-methyl-1H-pyrazole

: 1383376-96-2
6-benzyl-4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 3 h / 20 - 25 °C

1.2: 10 - 20 °C

1.3: 10 - 25 °C

2.1: caesium carbonate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / N,N-dimethyl-formamide / 20 - 50 °C / Inert atmosphere

3.1: dimethyl sulfoxide / 2 h / 50 °C

4.1: potassium hydroxide; water / 24 h / 100 °C

5.1: acetic anhydride; acetic acid / 3 h / 110 °C

6.1: acetic acid / 18 h / Reflux

7.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / 20 °C

7.2: 40 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; boron trifluoride diethyl etherate; water; isopropylmagnesium chloride; acetic anhydride; caesium carbonate; acetic acid; lithium chloride; potassium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;