N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

Base Information

Chemical Name:N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide
CAS No.:1080572-01-5
Molecular Formula:C₂₄H₂₀F₂N₄O₂
Molecular Weight:434.445
Hs Code.:

Synonyms:N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

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Technology Process of N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

There total 11 articles about N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide 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: 72.0%

: 515135-67-8
N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)benzamide

: 1080562-57-7
5-bromo-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

: 1080572-01-5
N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

Guidance literature:: With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In 1,4-dioxane; water; at 135 ℃; for 0.5h; Sealed tube; Microwave irradiation; Inert atmosphere;
DOI:10.1021/jm100095x

Reference yield:

: 1080572-58-2
3-(1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl)-4-methylbenzoic acid

: 765-30-0
Cyclopropylamine

: 1080572-01-5
N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

Guidance literature:: 3-(1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl)-4-methylbenzoic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 1.5h; Large scale reaction;

Cyclopropylamine; In tetrahydrofuran; at 30 - 50 ℃; for 16.0333h; Large scale reaction;
DOI:10.1021/op100205s

Reference yield:

: 1-(2,6-difluorophenyl)hydrazine hydrochloride

: 1080572-01-5
N-cyclopropyl-3-[1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl]-4-methylbenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide / water; acetic acid / 4.2 h / 0 - 60 °C / Large scale reaction

2.1: hydrogen / water; acetic acid / 6.5 h / 1535.79 Torr / Autoclave; Large scale reaction

3.1: piperidine / ethanol / 7 h / Reflux; Large scale reaction

3.2: Reflux

4.1: N-Bromosuccinimide; lithium acetate / tetrahydrofuran; water / 6 h / 20 - 50 °C / Large scale reaction

5.1: lithium tert-butoxide / tetrahydrofuran / 20 - 30 °C / Large scale reaction

5.2: 18 h / 40 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / Reflux

With piperidine; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium acetate; hydrogen; sodium hydrogencarbonate; sodium hydroxide; lithium tert-butoxide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; acetic acid; 3.1: Knoevenagel condensation / 4.1: Hunsdiecker reaction / 6.1: Suzuki coupling;
DOI:10.1021/op100205s