5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one

Base Information

Chemical Name:5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one
CAS No.:1390656-17-3
Molecular Formula:C₂₁H₂₃ClN₆O₂
Molecular Weight:426.906
Hs Code.:

Synonyms:5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one

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Chemical Property of 5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one

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Technology Process of 5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one

There total 11 articles about 5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one 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

: 1390656-17-3
5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one

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: toluene-4-sulfonic acid / butan-1-ol / 130 °C

10.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 30 h / 130 °C / Sealed tube

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

Reference yield:

: 45347-82-8
azetidine-3-ol

: 1390657-73-4
7-chloro-5-(2-chloro-4-(pyrrolidin-1-ylmethyl)phenylamino)pyrido[3,4-d]pyridazin-4(3H)-one

: 1390656-17-3
5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 130 ℃; for 30h; Sealed tube;

Reference yield:

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

: 1390656-17-3
5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(3-hydroxyazetidin-1-yl)pyrido[3,4-d]pyridazin-4(3H)-one

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: toluene-4-sulfonic acid / butan-1-ol / 130 °C

8.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 30 h / 130 °C / Sealed tube

With n-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; toluene; butan-1-ol;