2-amino-8-(4-methoxybenzylidene)-4-(4-methoxyphenyl)-6-methyl-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile

Base Information

Chemical Name:2-amino-8-(4-methoxybenzylidene)-4-(4-methoxyphenyl)-6-methyl-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile
CAS No.:288074-12-4
Molecular Formula:C₂₅H₂₅N₃O₃
Molecular Weight:415.492
Hs Code.:
Mol file:288074-12-4.mol

Synonyms:

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Chemical Property of 2-amino-8-(4-methoxybenzylidene)-4-(4-methoxyphenyl)-6-methyl-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile

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Technology Process of 2-amino-8-(4-methoxybenzylidene)-4-(4-methoxyphenyl)-6-methyl-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile

There total 6 articles about 2-amino-8-(4-methoxybenzylidene)-4-(4-methoxyphenyl)-6-methyl-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile 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: 99.0%

: 4369-12-4,288073-90-5
(E)-1-methyl-3,5-bis(4-methoxybenzylidene)-4-piperidone

: 109-77-3
malononitrile

: 288074-12-4
2-Amino-4-(4-methoxy-phenyl)-8-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-6-methyl-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile

Guidance literature:: With sodium ethanolate; at 20 ℃;
DOI:10.1016/j.bmcl.2007.09.095

Reference yield: 84.0%

: 4369-12-4,288073-90-5
(E)-1-methyl-3,5-bis(4-methoxybenzylidene)-4-piperidone

: 109-77-3
malononitrile

: 1289514-36-8,288074-12-4
(4R,8E)-2-amino-5,6,7,8-tetrahydro-4-(4-methoxyphenyl)-8-(4-methoxyphenylmethylene)-6-methyl-4H-pyrano[3,2-c]pyridine-3-carbonitrile

Guidance literature:: With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-(piperidin-1-yl)cyclohexyl)thiourea; In toluene; at 20 ℃; for 52h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/jo200112r

Reference yield:

: 1445-73-4
1-Methyl-4-piperidone

: 288074-12-4
2-Amino-4-(4-methoxy-phenyl)-8-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-6-methyl-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / NaOH / ethanol / 0.17 h / 20 °C

2: 97 percent / butan-1-ol / 5 h / Heating

With sodium hydroxide; In ethanol; butan-1-ol; 1: aldol condensation / 2: cyclocondensation;
DOI:10.1021/jm000038m