methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate

Base Information

Chemical Name:methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate
CAS No.:1390656-65-1
Molecular Formula:C₁₃H₁₅Cl₂N₃O₄
Molecular Weight:348.186
Hs Code.:

Synonyms:methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate

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Chemical Property of methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate

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Technology Process of methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate

There total 1 articles about methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-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

: 1390656-65-1
methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 1390656-65-1
methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate

: 1390656-88-8
tert-butyl 4-(4-(7-(2,6-dichlorobenzyl)-4-hydroxypyrido[3,4-d]pyridazin-5-ylamino)-3-fluorophenyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

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

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 15 h / 65 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

Reference yield:

: 1390656-65-1
methyl 4-{(E)-[2-(tert-butoxycarbonyl)hydrazinylidene]methyl}-2,6-dichloropyridine-3-carboxylate

: 1390657-03-0
tert-butyl 4-(3-methoxy-4-(4-oxo-7-phenyl-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)phenyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

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

3: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 3 h / 100 °C

With potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; water;