8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine

Base Information

Chemical Name:8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine
CAS No.:917473-30-4
Molecular Formula:C₂₅H₃₅N₃O
Molecular Weight:393.572
Hs Code.:

Synonyms:8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine

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Chemical Property of 8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine

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Technology Process of 8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine

There total 10 articles about 8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine 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: 96.0%

: 917473-28-0
8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-but-1-ynyl)-5,6,7,8-tetrahydro-[1,6]naphthyridine

: 917473-30-4
8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine

Guidance literature:: With hydrogen; Pd-BaSO₄; In ethanol; at 23 ℃; for 4h;
DOI:10.1016/j.bmcl.2007.02.006

Reference yield:

: 917473-40-6
N-(5-bromo-2-chloro-pyridin-3-ylmethyl)-2-(4-methoxy-phenyl)-N-methyl-acetamide

: 917473-30-4
8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / NaH / dimethylsulfoxide / 2 h / 23 °C

2: 71 percent / BH₃*THF / tetrahydrofuran / 2 h / 60 °C

3: 67 percent / PPh₃; CuI; Et₂NH / (PPh₃)2PdCl₂ / dimethylformamide / 1.25 h / 120 °C

4: 96 percent / H₂ / Pd/BaSO₄ / ethanol / 4 h / 23 °C

With copper(l) iodide; borane-THF; hydrogen; sodium hydride; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; Pd-BaSO₄; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.02.006

Reference yield:

: 917473-41-7
3-bromo-8-(4-methoxy-phenyl)-6-methyl-5,8-dihydro-6H-[1,6]naphthyridin-7-one

: 917473-30-4
8-(4-methoxy-phenyl)-6-methyl-3-(4-piperidin-1-yl-butyl)-5,6,7,8-tetrahydro-[1,6]-naphthyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / BH₃*THF / tetrahydrofuran / 2 h / 60 °C

2: 67 percent / PPh₃; CuI; Et₂NH / (PPh₃)2PdCl₂ / dimethylformamide / 1.25 h / 120 °C

3: 96 percent / H₂ / Pd/BaSO₄ / ethanol / 4 h / 23 °C

With copper(l) iodide; borane-THF; hydrogen; diethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; Pd-BaSO₄; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.02.006