2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine

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Chemical Name:2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine
CAS No.:1621622-62-5
Molecular Formula:C₂₃H₂₁N₅
Molecular Weight:367.453
Hs Code.:

Synonyms:2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine

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Chemical Property of 2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine

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Technology Process of 2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine

There total 15 articles about 2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine 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: 62.0%

: 2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)vinyl)pyrazolo[5,1-f][1,6]naphthyridine

: 1621622-62-5
2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 120 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.07.020

Reference yield:

: 1621622-71-6
2-(3-methoxyprop-1-yn-yl)nicotinaldehyde

: 1621622-62-5
2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 11 steps

1: hydroxylamine hydrochloride; sodium acetate / ethanol / 4 h / 20 °C

2: potassium carbonate / ethanol / 6 h / 20 °C

3: trichlorophosphate / acetone / 2 h / Reflux

4: DavePhos; tributyltin methoxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 12 h / 100 °C / Inert atmosphere

5: hydroxylamine hydrochloride; sodium acetate / ethanol / 4 h / 20 °C

6: triethylamine; trifluoroacetic anhydride / 1,2-dimethoxyethane / 0.92 h / 0 - 20 °C

7: iron(II) chloride / 4 h / 75 °C

8: boron tribromide / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

9: Dess-Martin periodane / 1,2-dichloro-ethane / 12 h / 20 °C / Inert atmosphere

10: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -5 °C

11: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 4 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydroxylamine hydrochloride; sodium acetate; tributyltin methoxide; boron tribromide; sodium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; trifluoroacetic anhydride; iron(II) chloride; DavePhos; trichlorophosphate; In 1,2-dimethoxyethane; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; toluene; mineral oil; 10: |Wittig Olefination;
DOI:10.1016/j.ejmech.2014.07.020

Reference yield:

: 128071-75-0
2-bromopyridine-3-carboxaldehyde

: 1621622-62-5
2-methyl-5-(2-(1-methyl-4-phenyl-1H-imidazol-2-yl)ethyl)pyrazolo[5,1-f][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 12 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2: hydroxylamine hydrochloride; sodium acetate / ethanol / 4 h / 20 °C

3: potassium carbonate / ethanol / 6 h / 20 °C

4: trichlorophosphate / acetone / 2 h / Reflux

5: DavePhos; tributyltin methoxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 12 h / 100 °C / Inert atmosphere

6: hydroxylamine hydrochloride; sodium acetate / ethanol / 4 h / 20 °C

7: triethylamine; trifluoroacetic anhydride / 1,2-dimethoxyethane / 0.92 h / 0 - 20 °C

8: iron(II) chloride / 4 h / 75 °C

9: boron tribromide / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

10: Dess-Martin periodane / 1,2-dichloro-ethane / 12 h / 20 °C / Inert atmosphere

11: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -5 °C

12: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 4 h / 120 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; hydroxylamine hydrochloride; sodium acetate; tributyltin methoxide; boron tribromide; sodium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; trifluoroacetic anhydride; iron(II) chloride; DavePhos; trichlorophosphate; In 1,2-dimethoxyethane; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; toluene; mineral oil; 1: |Sonogashira Cross-Coupling / 11: |Wittig Olefination;
DOI:10.1016/j.ejmech.2014.07.020