3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

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Chemical Name:3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile
CAS No.:1607428-80-7
Molecular Formula:C₂₄H₂₃N₅O₂
Molecular Weight:413.479
Hs Code.:

Synonyms:3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

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Chemical Property of 3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

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Technology Process of 3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

There total 12 articles about 3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-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:

: 1607429-25-3
3-methyl-2-{[(3R,6R)-6-methylpiperidin-3-yl]oxy}pyridin-4-carbonitrile

: 2-(pyrimidin-2-yl)benzoic acid

: 1607428-80-7
3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 1121-78-4
5-Hydroxy-2-methylpyridine

: 1607428-80-7
3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1.1: hydrogenchloride; platinum(IV) oxide; hydrogen / methanol / 70 °C / 2585.81 Torr

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / 0.17 h / -78 °C

3.2: 0.25 h / -78 °C

4.1: lithium borohydride; methanol / tetrahydrofuran / -10 - 20 °C

5.1: carbon dioxide / methanol

6.1: diethylazodicarboxylate; 4-(N,N-Dimethylamino)triphenylphosphine / tetrahydrofuran / -25 - 20 °C / Inert atmosphere

7.1: sodium hydroxide; water / tetrahydrofuran; methanol

8.1: sodium hydride / dimethyl sulfoxide / 40 °C

9.1: zinc; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 0.5 h / 120 °C / Inert atmosphere; Irradiation

10.1: palladium 10% on activated carbon; hydrogen / ethanol

11.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / N,N-dimethyl-formamide; ethyl acetate / 20 °C

With hydrogenchloride; methanol; platinum(IV) oxide; lithium borohydride; oxalyl dichloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; carbon dioxide; palladium 10% on activated carbon; water; hydrogen; sodium hydride; dimethyl sulfoxide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc; diethylazodicarboxylate; 4-(N,N-Dimethylamino)triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 3.1: |Swern Oxidation;

Reference yield:

: (±)-trans-6-methylpiperidin-3-ol monohydrochloride

: 1607428-80-7
3-methyl-2-{[(3R,6R)-6-methyl-1-{[2-(pyrimidin-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / 0.17 h / -78 °C

2.2: 0.25 h / -78 °C

3.1: lithium borohydride; methanol / tetrahydrofuran / -10 - 20 °C

4.1: carbon dioxide / methanol

5.1: diethylazodicarboxylate; 4-(N,N-Dimethylamino)triphenylphosphine / tetrahydrofuran / -25 - 20 °C / Inert atmosphere

6.1: sodium hydroxide; water / tetrahydrofuran; methanol

7.1: sodium hydride / dimethyl sulfoxide / 40 °C

8.1: zinc; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 0.5 h / 120 °C / Inert atmosphere; Irradiation

9.1: palladium 10% on activated carbon; hydrogen / ethanol

10.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / N,N-dimethyl-formamide; ethyl acetate / 20 °C

With methanol; lithium borohydride; oxalyl dichloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; carbon dioxide; palladium 10% on activated carbon; water; hydrogen; sodium hydride; dimethyl sulfoxide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; zinc; diethylazodicarboxylate; 4-(N,N-Dimethylamino)triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 2.1: |Swern Oxidation;