N'-(2-((4-fluoro-3-methylbenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethylethanediamide

Base Information

Chemical Name:N'-(2-((4-fluoro-3-methylbenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethylethanediamide
CAS No.:1188425-49-1
Molecular Formula:C₂₄H₂₈FN₅O₅
Molecular Weight:485.515
Hs Code.:

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

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

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

There total 9 articles about N'-(2-((4-fluoro-3-methylbenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethylethanediamide 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%

: 1188425-49-1
N'-(2-((4-fluoro-3-methylbenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethylethanediamide

Guidance literature:

Reference yield:

: 261951-68-2
4-fluoro-3-methylbenzylamine

: 32833-96-8
N,N-dimethyloxamic acid

: 1188429-06-2
ethyl 10-(((benzyloxy)carbonyl)amino)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a] azepine-2-carboxylate

: 1188425-49-1
N'-(2-((4-fluoro-3-methylbenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethylethanediamide

Guidance literature:: ethyl 10-(((benzyloxy)carbonyl)amino)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a] azepine-2-carboxylate; With palladium 10% on activated carbon; hydrogen; In methanol; for 18h;

N,N-dimethyloxamic acid; 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 ℃; for 5h;

4-fluoro-3-methylbenzylamine; With triethylamine; In ethanol; at 90 ℃;
DOI:10.1016/j.bmc.2020.115541

Reference yield:

: 1188429-04-0
8-(chloromethyl)-1,4-dioxaspiro[4.5]decane

: 1188425-49-1
N'-(2-((4-fluoro-3-methylbenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethylethanediamide

Guidance literature:: Multi-step reaction with 7 steps

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

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

2.2: 16 h / 0 - 20 °C

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

4.1: water / 24 h / 20 °C

5.1: 125 °C

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

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

7.2: 5 h / 20 °C

7.3: 90 °C

With hydrogenchloride; ammonium hydroxide; palladium 10% on activated carbon; hydrogen; hydroxylamine; potassium carbonate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2020.115541