3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide

Base Information

• Chemical Name: 3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide
• CAS No.: 1415818-65-3
• Molecular Formula: C₂₂H₂₉N₃O₅
• Molecular Weight: 415.489

Synonyms:3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide

Chemical Property of 3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide

There total 12 articles about 3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide 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: 25.0%

1-methylcyclopropyl 4-((1r,4r)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate (1415818-25-5) → 3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide (1415818-65-3)

Guidance literature:

1-methylcyclopropyl 4-((1r,4r)-4-(3-cyanopyridin-4-yloxy)cyclohexyloxy)piperidine-1-carboxylate; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

4,4-ethylenedioxycyclohexan-1-ol (22428-87-1) → 3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide (1415818-65-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C

2.1: hydrogenchloride; water / 50 °C

2.2: 0.17 h / 20 °C / pH 6

2.3: 0.17 h / pH 7 - 8

3.1: sodium tetrahydroborate; methanol / 11 - 36 °C

3.2: 0.5 h

3.3: pH 8

4.1: ISOPROPYLAMIDE; tetrahydrofuran

5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice

6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

7.2: 3 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 2 h / Reflux

8.2: 1 h / Reflux

9.1: triethylamine / dichloromethane / 1.5 h / 20 °C

10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; methanol; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; water; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium t-butanolate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

4-chlorpyridine hydrochloride (7379-35-3) → 3-cyano-4-((1r,4r)-4-(1-((1-methylcyclopropoxy)carbonyl)piperidin-4-yloxy)cyclohexyloxy)pyridine 1-oxide (1415818-65-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium t-butanolate / dimethyl sulfoxide / 4 h / 40 - 80 °C

2.1: hydrogenchloride; water / 50 °C

2.2: 0.17 h / 20 °C / pH 6

2.3: 0.17 h / pH 7 - 8

3.1: sodium tetrahydroborate; methanol / 11 - 36 °C

3.2: 0.5 h

3.3: pH 8

4.1: ISOPROPYLAMIDE; tetrahydrofuran

5.1: sodium tetrahydroborate; methanol / 20 °C / Cooling with ice

6.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 2585.81 Torr

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

7.2: 3 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 2 h / Reflux

8.2: 1 h / Reflux

9.1: triethylamine / dichloromethane / 1.5 h / 20 °C

10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; methanol; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; water; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium t-butanolate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; ISOPROPYLAMIDE; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

4,4-ethylenedioxycyclohexan-1-ol

4-chlorpyridine hydrochloride

2,5-dioxopyrrolidin-1-yl 1-methylcyclopropyl carbonate

4-(1,4-dioxaspiro[4.5]decan-8-yloxy)pyridine

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