1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

Base Information

Chemical Name:1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile
CAS No.:1414365-99-3
Molecular Formula:C₃₁H₃₄N₄O₂
Molecular Weight:494.637
Hs Code.:

Synonyms:1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

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Chemical Property of 1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

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Technology Process of 1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

There total 8 articles about 1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-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: 74.0%

: 1414367-74-0
1-({2-[(1S,2S)-2-{[tert-butyl(dimethyl)silyl]oxy}cyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridin-2-yl)piperidine-4-carbonitrile

: 1414365-99-3
1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

Guidance literature:: With pyridine; pyridine hydrofluoride; for 15h;
DOI:10.1021/ml500055h

Reference yield:

: 1354035-50-9
5-bromo-2-[(1S, 2S)-2-hydroxycyclohexyl]-1,2-dihydro-3H-benzo[e]isoindol-3-one

: 1414365-99-3
1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 15 h / 0 - 20 °C

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / -78 °C

3.1: potassium phosphate; tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 0.5 h / 140 °C / Inert atmosphere; Microwave irradiation

4.1: ozone / dichloromethane / 0.08 h / -78 °C

4.2: resin-bound triphenylphosphine / Inert atmosphere

5.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h

6.1: pyridine; pyridine hydrofluoride / 15 h

With pyridine; 2,6-dimethylpyridine; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; pyridine hydrofluoride; sodium tris(acetoxy)borohydride; ozone; diisopropylamine; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; 3.1: |Suzuki Coupling;
DOI:10.1021/ml500055h

Reference yield:

: 73721-17-2
methyl 1-methyl-2-naphthoate

: 1414365-99-3
1-({2-[(1S,2S)-2-hydroxycyclohexyl]-1-methyl-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: bromine; acetic acid / 19 h / 20 - 90 °C / Inert atmosphere

2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1 h / 90 °C / Inert atmosphere

3.1: tetrahydrofuran / 15 h

4.1: 2,6-dimethylpyridine / dichloromethane / 15 h / 0 - 20 °C

5.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

5.2: 1 h / -78 °C

6.1: potassium phosphate; tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 0.5 h / 140 °C / Inert atmosphere; Microwave irradiation

7.1: ozone / dichloromethane / 0.08 h / -78 °C

7.2: resin-bound triphenylphosphine / Inert atmosphere

8.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h

9.1: pyridine; pyridine hydrofluoride / 15 h

With pyridine; 2,6-dimethylpyridine; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; n-butyllithium; pyridine hydrofluoride; bromine; sodium tris(acetoxy)borohydride; ozone; acetic acid; diisopropylamine; tricyclohexylphosphine; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; dichloromethane; water; 1,2-dichloro-ethane; 6.1: |Suzuki Coupling;
DOI:10.1021/ml500055h