1-({2-[(1S,2S)-2-hydroxycyclohexyl]-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]-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile
CAS No.:1414365-97-1
Molecular Formula:C₃₀H₃₂N₄O₂
Molecular Weight:480.61
Hs Code.:

Synonyms:1-({2-[(1S,2S)-2-hydroxycyclohexyl]-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]-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]-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]-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: 59.0%

: 1414367-72-8
2-[(1S,2S)-2-hydroxycyclohexyl]-3-oxo-2,3-dihydro-1H-benzo[e]isoindole-5-carbaldehyde

: 767263-33-2
4-(pyridine-2-yl)piperidine-4-carbonitrile

: 1414365-97-1
1-({2-[(1S,2S)-2-hydroxycyclohexyl]-3-oxo-2,3-dihydro-1H-benzo[e]isoindol-5-yl}methyl)-4-(pyridine-2-yl)piperidine-4-carbonitrile

Guidance literature:: With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; for 15h;
DOI:10.1021/ml500055h

Reference yield:

: 948-03-8
1-hydroxy-naphthalene-2-carboxylic acid methyl ester

: 1414365-97-1
1-({2-[(1S,2S)-2-hydroxycyclohexyl]-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 8 steps

1.1: pyridine / 1 h / -5 °C

2.1: lithium chloride / bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

3.1: bromine; acetic acid / 20 - 90 °C / Inert atmosphere

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

5.1: tetrahydrofuran / 15 h

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

7.1: ozone / 0.08 h / -78 °C

7.2: resin-bound triphenylphosphine / Inert atmosphere

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

With potassium phosphate; N-Bromosuccinimide; bromine; sodium tris(acetoxy)borohydride; ozone; acetic acid; lithium chloride; tricyclohexylphosphine; dibenzoyl peroxide; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; pyridine; tetrachloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

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

: 1414365-97-1
1-({2-[(1S,2S)-2-hydroxycyclohexyl]-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: bromine; acetic acid / 20 - 90 °C / Inert atmosphere

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

3.1: tetrahydrofuran / 15 h

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

5.1: ozone / 0.08 h / -78 °C

5.2: resin-bound triphenylphosphine / Inert atmosphere

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

With potassium phosphate; N-Bromosuccinimide; bromine; sodium tris(acetoxy)borohydride; ozone; acetic acid; tricyclohexylphosphine; dibenzoyl peroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; water; 1,2-dichloro-ethane;