1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile

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Chemical Name:1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile
CAS No.:1236408-39-1
Molecular Formula:C₁₉H₁₉N₅O₂
Molecular Weight:349.392
Hs Code.:

Synonyms:1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile

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Chemical Property of 1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile

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Technology Process of 1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile

There total 10 articles about 1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile 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: 51.0%

: 420-04-2
CYANAMID

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

: 124-41-4
sodium methylate

: 1236408-39-1
1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile

Guidance literature:: CYANAMID; 1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile; sodium methylate; With methanol; at 20 ℃;

With sulfuric acid; In methanol; at 50 ℃; for 16h;

With sodium hydroxide; In methanol; water; for 0.333333h; pH=10 - 11;

Reference yield:

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

: 1236408-39-1
1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile

Guidance literature:: Multi-step reaction with 7 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

6.1: sodium methylate / methanol / 2.5 h / 20 - 25 °C

7.1: methanesulfonic acid / 20.5 h / 30 - 50 °C / Large scale

With oxalyl dichloride; methanesulfonic acid; sodium methylate; 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; methanol; dichloromethane; tert-butyl methyl ether; ethyl acetate;
DOI:10.1021/op400215h

Reference yield:

: 1236409-70-3
ethyl 3-(4-(1-cyanocyclobutyl)phenylamino)propanoate

: 1236408-39-1
1-(4-(4-amino-2-methoxy-5-oxo-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-phenyl)cyclobutanecarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: 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

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / 60 °C / Large scale

2.2: 20 h / 20 - 30 °C / pH 1 - 2 / Large scale

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

4.1: 22.5 h / 30 - 35 °C / Large scale

5.1: sodium methylate / methanol / 2.5 h / 20 - 25 °C

6.1: methanesulfonic acid / 20.5 h / 30 - 50 °C / Large scale

With oxalyl dichloride; methanesulfonic acid; sodium methylate; 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; methanol; dichloromethane; tert-butyl methyl ether; ethyl acetate;
DOI:10.1021/op400215h