5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

Base Information

Chemical Name:5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide
CAS No.:1448437-67-9
Molecular Formula:C₂₁H₂₄N₄O₃
Molecular Weight:380.447
Hs Code.:

Synonyms:5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

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Chemical Property of 5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

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Technology Process of 5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

There total 6 articles about 5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-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: 41.0%

: 1448437-66-8
5-bromo-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

: 100-46-9
benzylamine

: 1448437-67-9
5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

Guidance literature:: With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 110 ℃; for 8h; Inert atmosphere;

Reference yield:

: 1105039-59-5
N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

: 1448437-67-9
5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / water; tetrahydrofuran / 1.67 h / -78 - -40 °C / Inert atmosphere

1.2: 2 h / -78 °C

2.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; palladium diacetate / 1,4-dioxane / 8 h / 110 °C / Inert atmosphere

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; water; 2.1: |Buchwald-Hartwig Coupling;

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1448437-67-9
5-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetonitrile / 4 h / 20 °C / Reflux; Inert atmosphere

2.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 1 h / 80 °C / Inert atmosphere

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

5.1: lithium diisopropyl amide / water; tetrahydrofuran / 1.67 h / -78 - -40 °C / Inert atmosphere

5.2: 2 h / -78 °C

6.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate; palladium diacetate / 1,4-dioxane / 8 h / 110 °C / Inert atmosphere

With oxalyl dichloride; water; palladium diacetate; potassium carbonate; caesium carbonate; triethylamine; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 6.1: |Buchwald-Hartwig Coupling;