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

Base Information

Chemical Name:tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate
CAS No.:1390656-76-4
Molecular Formula:C₂₂H₂₃ClF₂N₆O₃
Molecular Weight:492.913
Hs Code.:

Synonyms:tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

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Chemical Property of tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

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Technology Process of tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

There total 12 articles about tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate 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

: 1390656-76-4
tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 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

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

Reference yield:

: 1390656-66-2
5,7-dichloro-3H-pyrido[3,4-d]pyridazin-4-one

: 1386949-39-8
tert-butyl 4-(4-amino-2,5-difluorophenyl)piperazine-1-carboxylate

: 1390656-76-4
tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 120 ℃; for 15h;

Reference yield:

: 112279-60-4
4-bromo-2,5-difluoroaniline

: 1390656-76-4
tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / acetonitrile / 20 h / Reflux

2: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / 100 °C / Inert atmosphere

3: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 20 °C

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

With hydrogen; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; methanol; toluene; acetonitrile;