N-[7-(fluoromethyl)-2-[[[(4-fluorophenyl)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-fluorophenyl)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.:1380662-35-0
Molecular Formula:C₂₅H₂₉F₂N₅O₅
Molecular Weight:517.533
Hs Code.:

N-[7-(fluoromethyl)-2-[[[(4-fluorophenyl)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-fluorophenyl)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-fluorophenyl)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-fluorophenyl)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 20 articles about N-[7-(fluoromethyl)-2-[[[(4-fluorophenyl)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: 10.44%

: N-[2-[[[(4-fluorophenyl)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]-N₁,N₂,N₂-trimethyl-ethanediamide

: 1380662-35-0
N-[7-(fluoromethyl)-2-[[[(4-fluorophenyl)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 80 ℃; for 32h; Molecular sieve;

Reference yield:

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

: 1380662-35-0
N-[7-(fluoromethyl)-2-[[[(4-fluorophenyl)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 16 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: hydrogenchloride; hydrogen / palladium on activated charcoal / dichloromethane; ethanol; water / 2.5 h / 20 °C / 3102.97 Torr

13.1: triethylamine / ethanol / 22 h / 90 °C

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

15.1: methanol / 18 h / 50 °C / Sealed tube

16.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 32 h / 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 on activated charcoal; 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)

: 1380662-35-0
N-[7-(fluoromethyl)-2-[[[(4-fluorophenyl)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 12 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: hydrogenchloride; hydrogen / palladium on activated charcoal / dichloromethane; ethanol; water / 2.5 h / 20 °C / 3102.97 Torr

9.1: triethylamine / ethanol / 22 h / 90 °C

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

11.1: methanol / 18 h / 50 °C / Sealed tube

12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 32 h / 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 on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; xylene;