N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine

Base Information

Chemical Name:N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine
CAS No.:1578244-65-1
Molecular Formula:C₂₄H₂₃N₇O
Molecular Weight:425.493
Hs Code.:

Synonyms:

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Chemical Property of N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine

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Technology Process of N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine

There total 7 articles about N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine 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:

: 1222090-62-1
methyl 2-(benzyloxy)-5-bromoisonicotinate

: 1578244-65-1
N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water; ethanol / 18 h / 70 °C / Inert atmosphere

2.1: ammonia / methanol / 72 h / 80 °C / Microwave irradiation; Sealed tube

2.2: 2 h / 90 °C

3.1: triethylamine / dichloromethane / 2.5 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; 1,4-dioxane / 0.5 h / 100 °C / Microwave irradiation

5.1: palladium diacetate; triethylsilane; triethylamine / dichloromethane / 18 h / 20 °C

6.1: triethylamine / dichloromethane / 1 h / 20 °C

7.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane / 18 h / 100 °C

With triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; palladium diacetate; sodium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene;

Reference yield:

: 1578246-52-2
7-(benzyloxy)-2,6-naphthyridin-1-ol

: 1578244-65-1
N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 2.5 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; 1,4-dioxane / 0.5 h / 100 °C / Microwave irradiation

3: palladium diacetate; triethylsilane; triethylamine / dichloromethane / 18 h / 20 °C

4: triethylamine / dichloromethane / 1 h / 20 °C

5: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane / 18 h / 100 °C

With triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; water;

Reference yield:

: 913836-17-6
methyl 5-bromo-2-oxo-1,2-dihydropyridine-4-carboxylate

: 1578244-65-1
N-(4-(1,2-dimethyl-1H-imidazol-5-yl)-2-methoxyphenyl)-5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-amine

Guidance literature:: Multi-step reaction with 8 steps

1.1: silver carbonate / acetonitrile / 18 h / 65 °C

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water; ethanol / 18 h / 70 °C / Inert atmosphere

3.1: ammonia / methanol / 72 h / 80 °C / Microwave irradiation; Sealed tube

3.2: 2 h / 90 °C

4.1: triethylamine / dichloromethane / 2.5 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / water; 1,4-dioxane / 0.5 h / 100 °C / Microwave irradiation

6.1: palladium diacetate; triethylsilane; triethylamine / dichloromethane / 18 h / 20 °C

7.1: triethylamine / dichloromethane / 1 h / 20 °C

8.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane / 18 h / 100 °C

With triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; palladium diacetate; sodium carbonate; caesium carbonate; triethylamine; silver carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene; acetonitrile;