3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile

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Chemical Name:3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile
CAS No.:1437789-91-7
Molecular Formula:C₂₄H₂₅N₅O₃
Molecular Weight:431.494
Hs Code.:

Synonyms:3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile

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Chemical Property of 3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile

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Technology Process of 3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile

There total 10 articles about 3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-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: 31.0%

: zinc cyanide

: 1437789-88-2
(S)-3-((1S,4R)-4-(6-bromo-2-oxo-1H-imidazo[4,5-b]pyridin-3(2H)-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1437789-91-7
3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 160 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 67443-38-3
5-bromo-2-chloro-3-nitropyridine

: 1437789-91-7
3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / acetonitrile / 2 h / 90 °C

2: hydrazine hydrate / ethanol / 40 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 160 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1437790-18-5
(S)-3-((1r,4S)-4-((5-bromo-3-nitropyridin-2-yl)amino)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1437789-91-7
3-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrazine / ethanol; water / 40 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 0.5 h / 160 °C / Inert atmosphere; Sealed tube; Irradiation

3.2: Inert atmosphere; Sealed tube; Irradiation

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N-ethyl-N,N-diisopropylamine; hydrazine; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm4000038