7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one

Base Information

Chemical Name:7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one
CAS No.:1390655-11-4
Molecular Formula:C₂₅H₂₆Cl₂N₆O₂
Molecular Weight:513.426
Hs Code.:

Synonyms:7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one

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Chemical Property of 7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one

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Technology Process of 7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one

There total 15 articles about 7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-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

: 1390655-11-4
7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / 6 h / Inert atmosphere; Reflux

2.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 2 h / -60 °C / Inert atmosphere

2.3: pH 2

3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 2 h / 60 °C

3.2: 0 - 5 °C

4.1: 6 h / Inert atmosphere; Reflux

5.1: triethylamine / 1,4-dioxane / 12 h / 105 °C / Inert atmosphere

6.1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 20 h / 65 °C / Inert atmosphere

7.1: sodium cyanoborohydride; acetic acid / tetrahydrofuran; methanol / 4 h / 60 °C / Inert atmosphere

7.2: 0.5 h

7.3: pH 9

8.1: hydrogenchloride; water / 1,4-dioxane / 4 h / 20 °C

8.2: pH 11

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diphenyl phosphoryl azide; water; sodium cyanoborohydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

Reference yield:

: 1390656-47-9
tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-1,2,3,4-tetrahydro-4-oxopyrido[4,3-d]pyrimidin-5-ylamino)-3-methoxyphenyl)piperazine-1-carboxylate

: 1390655-11-4
7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one

Guidance literature:: tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-1,2,3,4-tetrahydro-4-oxopyrido[4,3-d]pyrimidin-5-ylamino)-3-methoxyphenyl)piperazine-1-carboxylate; With hydrogenchloride; water; In 1,4-dioxane; at 20 ℃; for 4h;

With sodium hydroxide; In water; pH=11;

Reference yield:

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

: 1390655-11-4
7-(2,6-dichlorobenzyl)-5-{[2-methoxy-4-(piperazin-1-yl)phenyl]amino}-2,3-dihydropyrido[4,3-d]pyrimidin-4(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 2.33 h

2.1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 20 h / 65 °C / Inert atmosphere

3.1: sodium cyanoborohydride; acetic acid / tetrahydrofuran; methanol / 4 h / 60 °C / Inert atmosphere

3.2: 0.5 h

3.3: pH 9

4.1: hydrogenchloride; water / 1,4-dioxane / 4 h / 20 °C

4.2: pH 11

With hydrogenchloride; chloro-trimethyl-silane; water; sodium cyanoborohydride; acetic acid; ethylene dibromide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; methanol;