tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-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-(2,6-dichlorobenzyl)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate
CAS No.:1390656-77-5
Molecular Formula:C₂₉H₂₈Cl₂F₂N₆O₃
Molecular Weight:617.483
Hs Code.:

Synonyms:tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-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-(2,6-dichlorobenzyl)-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-(2,6-dichlorobenzyl)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

There total 14 articles about tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-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

: 1390656-77-5
tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

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 / 15 h / 120 °C

10.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tert-butyl alcohol; tetrahydrofuran / 15 h / 120 °C / Inert atmosphere; Sealed tube

With n-butyllithium; thionyl chloride; potassium tert-butylate; 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; tert-butyl alcohol;

Reference yield:

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

: 1390656-77-5
tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 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

5: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tert-butyl alcohol; tetrahydrofuran / 15 h / 120 °C / Inert atmosphere; Sealed tube

With potassium tert-butylate; hydrogen; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 20443-98-5
2,6-Dichlorobenzyl bromide

: 1390656-77-5
tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-2,5-difluorophenyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: chloro-trimethyl-silane; ethylene dibromide / tetrahydrofuran / 0.5 h / 65 °C / Inert atmosphere

1.2: 2.33 h

2.1: potassium tert-butylate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / tert-butyl alcohol; tetrahydrofuran / 15 h / 120 °C / Inert atmosphere; Sealed tube

With chloro-trimethyl-silane; potassium tert-butylate; ethylene dibromide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; tert-butyl alcohol;