6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

Base Information

Chemical Name:6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide
CAS No.:1354821-83-2
Molecular Formula:C₂₇H₃₀N₆O₃
Molecular Weight:486.574
Hs Code.:

Synonyms:6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

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Chemical Property of 6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

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Technology Process of 6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

There total 7 articles about 6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide 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: 69.0%

: 1354820-84-0
6-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

: 101251-09-6
(4-acetylaminophenyl)boronic acid

: 1354821-83-2
6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; Inert atmosphere; Microwave irradiation;

Reference yield:

: 1124-16-9
3-methyl-1-(1-methylethyl)-1H-pyrazol-5-amine

: 1354821-83-2
6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene / 62 °C

1.2: 2 h / Reflux

2.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 0.67 h / 40 °C

3.1: trichlorophosphate / tetrahydrofuran / 105 °C

3.2: 24.5 h / 20 °C

4.1: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dimethyl sulfoxide / 20 °C / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / Inert atmosphere; Microwave irradiation

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; 1-hydroxy-7-aza-benzotriazole; water; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; toluene;

Reference yield:

: 1160246-29-6
3-methyl-1-(1-methylethyl)-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

: 1354821-83-2
6-[4-(acetylamino)phenyl]-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: trichlorophosphate / tetrahydrofuran / 105 °C

1.2: 24.5 h / 20 °C

2.1: 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dimethyl sulfoxide / 20 °C / Inert atmosphere

3.1: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / Inert atmosphere; Microwave irradiation

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; 1-hydroxy-7-aza-benzotriazole; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide;