7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate

Base Information

• Chemical Name: 7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate
• CAS No.: 1390655-23-8
• Molecular Formula: C₂HF₃O₂*C₂₄H₂₃Cl₂N₇O₂
• Molecular Weight: 626.422
• Mol file: 1390655-23-8.mol

Synonyms:7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate

Chemical Property of 7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate

There total 15 articles about 7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate 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:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate (1390655-23-8)

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: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 120 °C / Inert atmosphere

11.1: hydrogenchloride; water / methanol

With hydrogenchloride; n-butyllithium; thionyl chloride; potassium tert-butylate; water; sodium tris(acetoxy)borohydride; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; toluene-4-sulfonic acid; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;

Reference yield:

tert-butyl-4-(4-(7-(2,6-dichlorophenylamino)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-3-methoxyphenyl)piperazine-1-carboxylate (1390656-69-5) + trifluoroacetic acid (76-05-1) → 7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate (1390655-23-8)

Guidance literature:

tert-butyl-4-(4-(7-(2,6-dichlorophenylamino)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-3-methoxyphenyl)piperazine-1-carboxylate; With hydrogenchloride; water; In methanol;

With sodium hydrogencarbonate; In water;

trifluoroacetic acid; In water; acetonitrile;

Reference yield:

2,6-dichloroisonicotinic acid ethyl ester (1604-14-4) → 7-[(2,6-dichlorophenyl)amino]-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}pyrido[3,4-d]pyridazin-4-ol mono-trifluoroacetate (1390655-23-8)

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: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 120 °C / Inert atmosphere

10.1: hydrogenchloride; water / methanol

With hydrogenchloride; n-butyllithium; potassium tert-butylate; water; sodium tris(acetoxy)borohydride; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; toluene-4-sulfonic acid; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;

upstream raw materials:

tert-butyl-4-(4-(7-(2,6-dichlorophenylamino)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-3-methoxyphenyl)piperazine-1-carboxylate

trifluoroacetic acid

2,6-dichloroisonicotinic acid ethyl ester

4-fluoro-2-methoxy-1-nitrobenzene

Refernces