1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

Base Information

Chemical Name:1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile
CAS No.:1236409-72-5
Molecular Formula:C₁₇H₁₅N₃O₂
Molecular Weight:293.325
Hs Code.:

Synonyms:1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

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Chemical Property of 1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

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Technology Process of 1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

There total 6 articles about 1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-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:

: 1236410-58-4
ethyl 3-(2-cyano-N-(4-(1-cyanocyclobutyl)phenyl)acetamido)propanoate

: 1236409-72-5
1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

Guidance literature:: ethyl 3-(2-cyano-N-(4-(1-cyanocyclobutyl)phenyl)acetamido)propanoate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 70 ℃; for 0.5h;

With hydrogenchloride; water; pH=2;

Reference yield:

: 811803-25-5
1-(4-aminophenyl)cyclobutanecarbonitrile

: 1236409-72-5
1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / 48 h / 60 °C / Large scale

2.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tert-butyl methyl ether; ethyl acetate / 23 h / -5 - 20 °C / Large scale

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / 60 °C / Large scale

3.2: 20 h / 20 - 30 °C / pH 1 - 2 / Large scale

With acetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; tert-butyl methyl ether; ethyl acetate;
DOI:10.1021/op400215h

Reference yield:

: 14377-68-5
1-phenylcyclobutanecarbonitrile

: 1236409-72-5
1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium nitrate; sulfuric acid / 0 °C

2.1: 5%-palladium/activated carbon; hydrogen / methanol / 3 h / 60 °C / 2327.23 - 2585.81 Torr

3.1: acetic acid / 48 h / 60 °C / Large scale

4.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / tert-butyl methyl ether; ethyl acetate / 23 h / -5 - 20 °C / Large scale

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / 60 °C / Large scale

5.2: 20 h / 20 - 30 °C / pH 1 - 2 / Large scale

With sulfuric acid; 5%-palladium/activated carbon; hydrogen; acetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium nitrate; triethylamine; In tetrahydrofuran; methanol; tert-butyl methyl ether; ethyl acetate;
DOI:10.1021/op400215h