N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

Base Information

Chemical Name:N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide
CAS No.:1380662-29-2
Molecular Formula:C₂₆H₃₁F₂N₅O₅
Molecular Weight:531.559
Hs Code.:

N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

Synonyms:N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

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Chemical Property of N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

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Technology Process of N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

There total 19 articles about N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide 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: 34.2%

: 1380665-10-0
N-[2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-7-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

: 1380662-29-2
N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 - 80 ℃; for 18.5h; Molecular sieve;

Reference yield:

: 55704-60-4
4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester

: 1380662-29-2
N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

Guidance literature:: Multi-step reaction with 15 steps

1.1: toluene-4-sulfonic acid / benzene / 48 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 10 - 20 °C / Inert atmosphere; Cooling with acetone-dry ice

2.2: 1.5 h / -5 - 30 °C

3.1: pyridine / dmap / 48 h / 20 °C

4.1: hydrogenchloride; water / tetrahydrofuran / 3.5 h / 52 °C

5.1: ammonium hydroxide; ammonium chloride / tetrahydrofuran; methanol

6.1: sodium carbonate monohydrate / dichloromethane; water / 2.5 h / 20 °C / Inert atmosphere

7.1: hydroxylamine / water; tetrahydrofuran / 5 h / Reflux

8.1: tetrahydrofuran / Reflux

9.1: dichloromethane; xylene / 24 h / 115 °C

10.1: N,N,N',N'-tetramethylguanidine / toluene / 1.5 h / Reflux

11.1: sodium hexamethyldisilazane / N,N-dimethyl-formamide; tetrahydrofuran / 1 h / 0 - 20 °C

11.2: 16 h / 20 °C

12.1: triethylamine / ethanol / 18 h / 90 °C

13.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / dichloromethane; water; methanol / 16 h

14.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

14.2: 16 h / 55 °C

15.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18.5 h / 20 - 80 °C / Molecular sieve

With pyridine; hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; sodium carbonate monohydrate; tetrabutyl ammonium fluoride; water; hydrogen; hydroxylamine; sodium hexamethyldisilazane; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; N,N,N',N'-tetramethylguanidine; dmap; palladium 10% on activated carbon; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; xylene; benzene;

Reference yield:

: 340022-81-3
(4-oxocyclohexane-1,1-diyl)bis(methylene) bis(4-methylbenzenesulfonate)

: 1380662-29-2
N-[7-(fluoromethyl)-2-[[[(4-fluoro-3-methylphenyl)methyl]amino]carbonyl]-6,7,8,9-tetrahydro-3-hydroxy-4-oxo-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl]-N,N',N'-trimethyl-ethanediamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: ammonium hydroxide; ammonium chloride / tetrahydrofuran; methanol

2.1: sodium carbonate monohydrate / dichloromethane; water / 2.5 h / 20 °C / Inert atmosphere

3.1: hydroxylamine / water; tetrahydrofuran / 5 h / Reflux

4.1: tetrahydrofuran / Reflux

5.1: dichloromethane; xylene / 24 h / 115 °C

6.1: N,N,N',N'-tetramethylguanidine / toluene / 1.5 h / Reflux

7.1: sodium hexamethyldisilazane / N,N-dimethyl-formamide; tetrahydrofuran / 1 h / 0 - 20 °C

7.2: 16 h / 20 °C

8.1: triethylamine / ethanol / 18 h / 90 °C

9.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / dichloromethane; water; methanol / 16 h

10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

10.2: 16 h / 55 °C

11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18.5 h / 20 - 80 °C / Molecular sieve

With hydrogenchloride; ammonium hydroxide; sodium carbonate monohydrate; tetrabutyl ammonium fluoride; hydrogen; hydroxylamine; sodium hexamethyldisilazane; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; N,N,N',N'-tetramethylguanidine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; xylene;