6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

Base Information

Chemical Name:6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one
CAS No.:1131735-21-1
Molecular Formula:C₂₀H₁₆Cl₂N₄O₂
Molecular Weight:415.279
Hs Code.:

Synonyms:6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

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Chemical Property of 6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

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Technology Process of 6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

There total 11 articles about 6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one 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:

: 1131736-65-6
6-[(4-acetyl-2,6-dichlorophenyl)amino]pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

: 75-16-1
methylmagnesium bromide

: 1131735-21-1
6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

Guidance literature:: 6-[(4-acetyl-2,6-dichlorophenyl)amino]pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one; methylmagnesium bromide; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h;

With water; citric acid; In tetrahydrofuran; toluene;

Reference yield:

: 91940-86-2
2-ethoxyisonicotinic acid

: 1131735-21-1
6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

Guidance literature:: Multi-step reaction with 9 steps

1: oxalyl dichloride / dichloromethane

2: triethylamine / dichloromethane

3: sec.-butyllithium / tetrahydrofuran / -78 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 100 °C

5: sodium hexamethyldisilazane / tetrahydrofuran / 0 °C

6: trichlorophosphate / 100 °C / Microwave irradiation

7: sodium t-butanolate / tetrahydrofuran / 85 °C

8: boron tribromide / chloroform / 85 °C

9: tetrahydrofuran; toluene / 0 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; sec.-butyllithium; sodium hexamethyldisilazane; boron tribromide; sodium carbonate; triethylamine; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; dichloromethane; chloroform; toluene;
DOI:10.1016/j.bmcl.2014.02.011

Reference yield:

: 1131735-93-7
2-ethoxy-N,N-diisopropylisonicotinamide

: 1131735-21-1
6-{[2,6-dichloro-4-(1-hydroxy-1-methylethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

Guidance literature:: Multi-step reaction with 7 steps

1: sec.-butyllithium / tetrahydrofuran / -78 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 100 °C

3: sodium hexamethyldisilazane / tetrahydrofuran / 0 °C

4: trichlorophosphate / 100 °C / Microwave irradiation

5: sodium t-butanolate / tetrahydrofuran / 85 °C

6: boron tribromide / chloroform / 85 °C

7: tetrahydrofuran; toluene / 0 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sec.-butyllithium; sodium hexamethyldisilazane; boron tribromide; sodium carbonate; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; chloroform; toluene;
DOI:10.1016/j.bmcl.2014.02.011