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

Base Information

Chemical Name:3-cyclopropyl-2-{[(3R,6R)-6-methyl-1-{[2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile
CAS No.:1607428-98-7
Molecular Formula:C₂₄H₂₄N₆O₂
Molecular Weight:428.494
Hs Code.:

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

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

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

There total 11 articles about 3-cyclopropyl-2-{[(3R,6R)-6-methyl-1-{[2-(2H-1,2,3-triazol-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:

: bromo(cyclopropyl)zinc

: 1607428-97-6
3-chloro-2-{[(3R,6R)-6-methyl-1-{[2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

: 1607428-98-7
3-cyclopropyl-2-{[(3R,6R)-6-methyl-1-{[2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}piperidin-3-yl]oxy}pyridin-4-carbonitrile

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; at 100 ℃; Inert atmosphere;

Reference yield:

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

: 1607428-98-7
3-cyclopropyl-2-{[(3R,6R)-6-methyl-1-{[2-(2H-1,2,3-triazol-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: palladium 10% on activated carbon; hydrogen / ethanol

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 50 °C

8.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0 - 20 °C / Inert atmosphere

9.1: sodium hydroxide; methanol / tetrahydrofuran / 20 °C

10.1: sodium hydride / dimethyl sulfoxide / 45 °C

11.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 100 °C / Inert atmosphere

With hydrogenchloride; methanol; platinum(IV) oxide; lithium borohydride; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; carbon dioxide; palladium 10% on activated carbon; hydrogen; sodium hydride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3.1: |Swern Oxidation;

Reference yield:

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

: 1607428-98-7
3-cyclopropyl-2-{[(3R,6R)-6-methyl-1-{[2-(2H-1,2,3-triazol-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: palladium 10% on activated carbon; hydrogen / ethanol

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 50 °C

7.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0 - 20 °C / Inert atmosphere

8.1: sodium hydroxide; methanol / tetrahydrofuran / 20 °C

9.1: sodium hydride / dimethyl sulfoxide / 45 °C

10.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 100 °C / Inert atmosphere

With methanol; lithium borohydride; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; carbon dioxide; palladium 10% on activated carbon; hydrogen; sodium hydride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 2.1: |Swern Oxidation;