2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide

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Chemical Name:2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide
CAS No.:1347759-31-2
Molecular Formula:C₂₈H₃₂N₆O₃
Molecular Weight:500.6
Hs Code.:

Synonyms:2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide

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Chemical Property of 2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide

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Technology Process of 2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide

There total 11 articles about 2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide 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: 71.0%

: 1347759-30-1
2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridine-3-yl)isonicotinic acid

: 506-59-2
N,N-dimethylammonium chloride

: 1347759-31-2
2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

Reference yield:

: 138642-40-7
methyl 2,4-dichloro-6-methylpyridine-3-carboxylate

: 1347759-31-2
2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 2.5 h / -78 °C

1.2: -78 - 20 °C

2.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 - 20 °C

3.1: hydrazine hydrate / 1,2-dimethoxyethane / 16 h / 80 °C

4.1: potassium hydroxide; iodine / 1,4-dioxane / 4 h / 70 °C

5.1: potassium hydroxide / N,N-dimethyl-formamide / 25 °C

6.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 2 h / 170 °C / Microwave irradiation

7.1: trans-bis(triphenylphosphine)palladium dichloride / toluene / 15 h / 110 °C / Inert atmosphere; Sealed tube

8.1: lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 1 h / 100 °C / Microwave irradiation; Inert atmosphere

9.1: water; lithium hydroxide / tetrahydrofuran; methanol / 4 h / 20 °C

10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 12 h / 25 °C

With oxalyl dichloride; water; iodine; diisobutylaluminium hydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium chloride; potassium hydroxide; lithium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trans-bis(triphenylphosphine)palladium dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene; butan-1-ol;

Reference yield:

: 374800-25-6
2,4-Dichloro-3-hydroxymethyl-6-methylpyridine

: 1347759-31-2
2-(1-(4-methoxybenzyl)-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)-N,N-dimethylisonicotinamide

Guidance literature:: Multi-step reaction with 9 steps

1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 - 20 °C

2: hydrazine hydrate / 1,2-dimethoxyethane / 16 h / 80 °C

3: potassium hydroxide; iodine / 1,4-dioxane / 4 h / 70 °C

4: potassium hydroxide / N,N-dimethyl-formamide / 25 °C

5: N-ethyl-N,N-diisopropylamine / butan-1-ol / 2 h / 170 °C / Microwave irradiation

6: trans-bis(triphenylphosphine)palladium dichloride / toluene / 15 h / 110 °C / Inert atmosphere; Sealed tube

7: lithium chloride / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 1 h / 100 °C / Microwave irradiation; Inert atmosphere

8: water; lithium hydroxide / tetrahydrofuran; methanol / 4 h / 20 °C

9: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 12 h / 25 °C

With oxalyl dichloride; water; iodine; hydrazine hydrate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium chloride; potassium hydroxide; lithium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trans-bis(triphenylphosphine)palladium dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene; butan-1-ol;