2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

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Chemical Name:2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile
CAS No.:1253211-33-4
Molecular Formula:C₂₄H₂₅N₅O₃
Molecular Weight:431.494
Hs Code.:

Synonyms:2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

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Chemical Property of 2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

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Technology Process of 2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

There total 12 articles about 2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-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: 21.0%

: 6629-04-5
ethyl N-cyanoacetylcarbamate

: 1253217-05-8
C₂₂H₃₀N₂O₂

: 1253211-33-4
2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

Guidance literature:: C₂₂H₃₀N₂O₂; With hydrogenchloride; sodium nitrite; In water; for 0.5h; Cooling with ice;

ethyl N-cyanoacetylcarbamate; With pyridine; In water; for 2h; Cooling with ice;

With sodium acetate; acetic acid; at 120 ℃; for 3h;

Reference yield:

: 939430-71-4
6-chloro-5-methoxymethoxy-pyridine-2-carbaldehyde

: 1253211-33-4
2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 2.83 h / -78 - 20 °C

2.1: acetic acid / ethanol / 7 h / 50 °C

3.1: caesium carbonate / tetrahydrofuran; acetonitrile / 4 h

4.1: pyridine / 18 h

5.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.17 h / 0 °C / Cooling with ice

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,2-dimethoxyethane; water / 24 h / 90 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / ethanol / 9 h / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Cooling with ice

9.1: palladium diacetate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / tetrahydrofuran / Inert atmosphere; Reflux

10.1: hydroxylamine hydrochloride; sodium acetate / methanol; N,N-dimethyl-formamide

11.1: hydrogenchloride; sodium nitrite / water / 0.5 h / Cooling with ice

11.2: 2 h / Cooling with ice

11.3: 3 h / 120 °C

With pyridine; hydrogenchloride; triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; hydrogen; sodium acetate; palladium diacetate; caesium carbonate; acetic acid; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 848442-41-1
C₁₂H₁₇BrO₂

: 1253211-33-4
2-{4-[(6-cyclohexyl-5-hydroxypyridin-2-yl)methyl]-3,5-dimethylphenyl}-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 2.83 h / -78 - 20 °C

2.1: acetic acid / ethanol / 7 h / 50 °C

3.1: caesium carbonate / tetrahydrofuran; acetonitrile / 4 h

4.1: pyridine / 18 h

5.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.17 h / 0 °C / Cooling with ice

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,2-dimethoxyethane; water / 24 h / 90 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / ethanol / 9 h / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Cooling with ice

9.1: palladium diacetate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / tetrahydrofuran / Inert atmosphere; Reflux

10.1: hydroxylamine hydrochloride; sodium acetate / methanol; N,N-dimethyl-formamide

11.1: hydrogenchloride; sodium nitrite / water / 0.5 h / Cooling with ice

11.2: 2 h / Cooling with ice

11.3: 3 h / 120 °C

With pyridine; hydrogenchloride; triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; hydrogen; sodium acetate; palladium diacetate; caesium carbonate; acetic acid; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;