N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

Base Information

Chemical Name:N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide
CAS No.:1188424-86-3
Molecular Formula:C₂₄H₂₅F₄N₅O₅
Molecular Weight:539.487
Hs Code.:

N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

Synonyms:N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

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Chemical Property of N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

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Technology Process of N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

There total 12 articles about N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)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: 33.0%

: 1188424-55-6
10-amino-N-(4-fluorobenzyl)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepine-2-carboxamide

: 1178799-63-7
2-(methyl(2,2,2-trifluoroethyl)amino)-2-oxoacetic acid

: 1188424-86-3
N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2020.115541

Reference yield: 33.0%

: 1188424-86-3
N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

Guidance literature:

Reference yield:

: 23521-81-5,17159-82-9
(1,4-dioxaspiro[4.5]dec-8-yl)methanol

: 1188424-86-3
N'-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N-methyl-N-(2,2,2-trifluoroethyl)ethanediamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridine; thionyl chloride / chloroform / 1.5 h / Reflux

2.1: hydrogenchloride / water; tetrahydrofuran / 24 h / 20 °C

3.1: ammonium hydroxide / water; tetrahydrofuran / 72 h / 20 °C

3.2: 16 h / 0 - 20 °C

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

5.1: water / 24 h / 20 °C

6.1: 125 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C

8.1: ethanol / 18 h / 90 °C

9.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h

10.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dmap / N,N-dimethyl-formamide / 20 °C

With pyridine; hydrogenchloride; dmap; ammonium hydroxide; thionyl chloride; palladium 10% on activated carbon; hydrogen; hydroxylamine; potassium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2020.115541