7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol

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Chemical Name:7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol
CAS No.:1390656-03-7
Molecular Formula:C₂₃H₂₂FN₇O₃
Molecular Weight:463.471
Hs Code.:

Synonyms:7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol

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Chemical Property of 7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol

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Technology Process of 7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol

There total 15 articles about 7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol 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:

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 1390656-03-7
7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol

Guidance literature:: Multi-step reaction with 11 steps

1.1: thionyl chloride / 5 h / 20 °C / Cooling with ice

2.1: sodium tris(acetoxy)borohydride / ethanol / 3 h / 80 °C

3.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

4.1: toluene-4-sulfonic acid / toluene; methanol / 2 h / Reflux

5.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 3 h / -78 °C

5.2: 2 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 20 °C

7.1: 1,4-dioxane / 20 °C

8.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 15 h / 120 °C

10.1: caesium carbonate / copper(l) iodide; dimethylaminoacetic acid / 1,4-dioxane / 28 h / 120 °C / Inert atmosphere; Sealed tube

11.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With n-butyllithium; thionyl chloride; sodium tris(acetoxy)borohydride; caesium carbonate; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; copper(l) iodide; dimethylaminoacetic acid; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;

Reference yield:

: 1390657-64-3
tert-butyl 4-(4-((7-((3-fluoropyridin-4-yl)oxy)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-yl)amino)-3-methoxyphenyl)piperazine-1-carboxylate

: 1390656-03-7
7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

: 1604-14-4
2,6-dichloroisonicotinic acid ethyl ester

: 1390656-03-7
7-[(3-fluoropyridin-4-yl)oxy]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium tris(acetoxy)borohydride / ethanol / 3 h / 80 °C

2.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

3.1: toluene-4-sulfonic acid / toluene; methanol / 2 h / Reflux

4.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 3 h / -78 °C

4.2: 2 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 20 °C

6.1: 1,4-dioxane / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 15 h / 120 °C

9.1: caesium carbonate / copper(l) iodide; dimethylaminoacetic acid / 1,4-dioxane / 28 h / 120 °C / Inert atmosphere; Sealed tube

10.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With n-butyllithium; sodium tris(acetoxy)borohydride; caesium carbonate; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; copper(l) iodide; dimethylaminoacetic acid; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;