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

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Chemical Name:1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile
CAS No.:1236409-75-8
Molecular Formula:C₁₈H₁₇N₃O₂
Molecular Weight:307.352
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 9 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: 92.0%

: 67-56-1
methanol

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

: 1236409-75-8
1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

Guidance literature:: 1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 2.25h;

methanol; In dichloromethane; at 45 ℃; for 16h;

Reference yield:

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

: 1236409-75-8
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: 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

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 10 - 20 °C

5.1: 22.5 h / 30 - 35 °C / Large scale

With oxalyl dichloride; 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; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; ethyl acetate;
DOI:10.1021/op400215h

Reference yield:

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

: 1236409-75-8
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: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / 60 °C / Large scale

1.2: 20 h / 20 - 30 °C / pH 1 - 2 / Large scale

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 10 - 20 °C

3.1: 22.5 h / 30 - 35 °C / Large scale

With oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/op400215h