(9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

Chemical Name:(9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate
CAS No.:1579291-57-8
Molecular Formula:C₁₇H₂₂N₄O₂
Molecular Weight:314.387
Hs Code.:

Synonyms:(9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

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Chemical Property of (9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

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Technology Process of (9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

There total 5 articles about (9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-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: 85.0%

: 1579291-80-7
2-azido-4-methylphenylboronic acid pinacolate ester

: 138647-49-1
4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

: 1579291-57-8
(9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate; In tetrahydrofuran; water; at 80 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/jo500252e

Reference yield:

: 53078-85-6
2-bromo-5-methylaniline

: 1579291-57-8
(9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 12 h / 120 °C / Inert atmosphere

2: 2-Methyl-2-nitropropane; trimethylsilylazide / acetonitrile / 1.5 h / 0 - 20 °C / Inert atmosphere

3: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / water; tetrahydrofuran / 1.5 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2-Methyl-2-nitropropane; trimethylsilylazide; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; acetonitrile; 3: |Suzuki Coupling;
DOI:10.1021/jo500252e

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 1579291-57-8
(9H-fluoren-9-yl)methyl 4-(2-azido-4-methylphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - 20 °C / Inert atmosphere

2: tetrahydrofuran / 15 h / -78 °C / Inert atmosphere

3: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / water; tetrahydrofuran / 1.5 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; water; 3: |Suzuki Coupling;
DOI:10.1021/jo500252e