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

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Chemical Name:methyl 2-(1-(4-methoxybenzyl)-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)isonicotinate
CAS No.:1459258-13-9
Molecular Formula:C₂₆H₂₇N₅O₄
Molecular Weight:473.531
Hs Code.:

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

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

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

There total 5 articles about methyl 2-(1-(4-methoxybenzyl)-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)isonicotinate 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: 46.0%

: 26156-48-9
methyl 2-bromoisonicotinate

: 1459257-91-0
1-(4-methoxybenzyl)-N-(tetrahydro-2H-pyran-4-yl)-3-(trimethylstannyl)-1H-pyrazolo[4,3-c]pyridin-4-amine

: 1459258-13-9
methyl 2-(1-(4-methoxybenzyl)-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)isonicotinate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In tetrahydrofuran; at 100 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 1186647-69-7
4-chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine

: 1459258-13-9
methyl 2-(1-(4-methoxybenzyl)-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)isonicotinate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 20 °C

2: N-ethyl-N,N-diisopropylamine / butan-1-ol / 4 h / 180 °C

3: trans-bis(triphenylphosphine)palladium dichloride / toluene / 1 h / 140 °C / Inert atmosphere

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

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trans-bis(triphenylphosphine)palladium dichloride; N-ethyl-N,N-diisopropylamine; lithium chloride; potassium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; butan-1-ol;

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1459258-13-9
methyl 2-(1-(4-methoxybenzyl)-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[4,3-c]pyridin-3-yl)isonicotinate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 20 °C

2: N-ethyl-N,N-diisopropylamine / butan-1-ol / 4 h / 180 °C

3: trans-bis(triphenylphosphine)palladium dichloride / toluene / 1 h / 140 °C / Inert atmosphere

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

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trans-bis(triphenylphosphine)palladium dichloride; N-ethyl-N,N-diisopropylamine; lithium chloride; potassium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; butan-1-ol;