(4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone

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Chemical Name:(4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone
CAS No.:1390656-26-4
Molecular Formula:C₂₅H₂₂ClN₅O₄
Molecular Weight:491.934
Hs Code.:

Synonyms:(4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone

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Chemical Property of (4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone

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Technology Process of (4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone

There total 11 articles about (4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone 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

: 1390656-26-4
(4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 10 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 / 16 h / 140 °C / Sealed tube

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

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:

: 95-57-8
2-monochlorophenol

: 1390658-04-4
7-chloro-5-(2-methoxy-4-(pyrrolidine-1-carbonyl)phenylamino)pyrido[3,4-d]pyridazin-4(3H)-one

: 1390656-26-4
(4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone

Guidance literature:: With caesium carbonate; copper(l) iodide; dimethylaminoacetic acid; In 1,4-dioxane; at 120 ℃; Sealed tube;

Reference yield:

: 101990-69-6
(2,6-dichloropyridin-4-yl)methanol

: 1390656-26-4
(4-{[7-(2-chlorophenoxy)-4-hydroxypyrido[3,4-d]pyridazin-5-yl]amino}-3-methoxyphenyl)(pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 8 steps

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

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

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

3.2: 2 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 20 °C

5.1: 1,4-dioxane / 20 °C

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

7.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 16 h / 140 °C / Sealed tube

8.1: caesium carbonate / copper(l) iodide; dimethylaminoacetic acid / 1,4-dioxane / 120 °C / Sealed tube

With n-butyllithium; 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; hexane; dichloromethane; toluene;