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

Base Information

Chemical Name:5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(4-fluoropiperidin-1-yl)pyrido[3,4-d]pyridazin-4-ol
CAS No.:1390656-10-6
Molecular Formula:C₂₃H₂₆ClFN₆O
Molecular Weight:456.95
Hs Code.:

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

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

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

There total 11 articles about 5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(4-fluoropiperidin-1-yl)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

: 1390656-10-6
5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(4-fluoropiperidin-1-yl)pyrido[3,4-d]pyridazin-4-ol

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 / 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:

: 78197-27-0
4-fluoropiperidine

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

: 1390656-10-6
5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(4-fluoropiperidin-1-yl)pyrido[3,4-d]pyridazin-4-ol

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

Reference yield:

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

: 1390656-10-6
5-{[2-chloro-4-(pyrrolidin-1-ylmethyl)phenyl]amino}-7-(4-fluoropiperidin-1-yl)pyrido[3,4-d]pyridazin-4-ol

Guidance literature:: Multi-step reaction with 9 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: toluene-4-sulfonic acid / butan-1-ol / 130 °C

9.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 130 °C / Sealed tube

With n-butyllithium; 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;