2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile

Base Information

Chemical Name:2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile
CAS No.:1456505-57-9
Molecular Formula:C₂₃H₂₆N₄O₂
Molecular Weight:390.485
Hs Code.:

Synonyms:2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile

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Chemical Property of 2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile

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Technology Process of 2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile

There total 10 articles about 2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile 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: 60.0%

: 1456506-94-7
(S)-3-((1r,4R)-4-(6-amino-5-bromopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 557-21-1
dicyanozinc

: 1456505-57-9
2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 85 ℃; for 1.08333h; Sealed tube; Inert atmosphere; Microwave irradiation;
DOI:10.1021/ml4003315

Reference yield:

: zinc cyanide

: 1456506-94-7
(S)-3-((1r,4R)-4-(6-amino-5-bromopyridin-3-yl)cyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1456505-57-9
2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 85 ℃; for 1h; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield:

: 1466571-21-0
(S)-5,5-dimethyl-4-phenyl-3-(1,4-dioxaspiro[4.5]decan-8-yl)oxazolidin-2-one

: 1456505-57-9
2-amino-5-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)nicotinonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / tetrahydrofuran; water / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -78 °C / Cooling with acetone-dry ice

2.2: 16.5 h / 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation

4.1: palladium 10% on activated carbon; hydrogen / methanol / 50 °C / 2327.23 Torr

5.1: N-Bromosuccinimide / dichloromethane / 1 h / 0 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 1.08 h / 85 °C / Sealed tube; Inert atmosphere; Microwave irradiation

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ml4003315